- Coordination-driven self-assembly of discrete Ru6–Pt6 prismatic cages
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The coordination-driven self-assembly of two new Ru6–Pt6 hexanuclear trigonal prismatic cages comprising arene–ruthenium(II) clips (1a(NO3)2 and 1b(NO3)2) and a tritopic platinum(II) metall
- Adeyemo, Aderonke Ajibola,Mukherjee, Partha Sarathi
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- Gfp chromophore integrated conjugated microporous polymers: Topological and ESPT effects on emission properties
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A metal free topological approach is demonstrated to mimic the photophysical properties of natural gfp by synthesizing two gfp chromophore integrated conjugated microporous polymers (o-HBDI-TEB-CMP and o-MBDI-TEB-CMP). Interestingly, owing to the structur
- Singh, Ashish,Samanta, Debabrata,Boro, Mrinal,Maji, Tapas Kumar
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- Redox-Active Star Molecules Incorporating the 4-Benzoylpyridinium Cation: Implications for the Charge Transfer Efficiency along Branches vs Across the Perimeter in Dendrimers
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We report the redox properties of four star systems incorporating the 4-benzoyl-N-alkylpyridinium cation; the redox potential varies along the branches but remains constant at fixed radii. Bulk electrolysis shows that at a semi-infinite time scale all red
- Leventis, Nicholas,Yang, Jinhua,Fabrizio, Eve F.,Rawashdeh, Abdel-Monem M.,Oh, Woon Su,Sotiriou-Leventis, Chariklia
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- Star-shaped triphenylene discotic liquid crystalline oligomers and their hydrogen-bonded supramolecular complexes with simple acids
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The synthesis and self-assembly properties of four novel star-shaped oligomers containing triphenylene discotic mesogens are reported. These materials have been synthesized in good yields by the Cu-catalyzed coupling cycloaddition reaction (CuAAC) between
- Zhao, Ke-Qing,Bai, Xiao-Yan,Xiao, Bo,Gao, Yue,Hu, Ping,Wang, Bi-Qin,Zeng, Qing-Dao,Wang, Chen,Heinrich, Beno?t,Donnio, Bertrand
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- Conjugated porous polymers as precursors for electrocatalysts and storage electrode materials
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Conjugated porous polymers were used as precursors to prepare nitrogen and sulphur doped carbon atoms, which were then used for oxygen reduction and energy storage.
- Bhosale, Manik E.,Illathvalappil, Rajith,Kurungot, Sreekumar,Krishnamoorthy, Kothandam
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- Designed synthesis of a metal cluster-pillared coordination cage
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An unprecedented polynuclear metal cluster-pillared triangular prism was built by a macrocycle-directing strategy. Discrete architectures of three silver cluster-involved metallosupramolecules were characterized by single crystal X-ray crystallography and
- He, Xin,Gao, Cai-Yan,Wang, Mei-Xiang,Zhao, Liang
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p. 10877 - 10879,3
(2012)
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- Two-Dimensional Core-Shelled Porous Hybrids as Highly Efficient Catalysts for the Oxygen Reduction Reaction
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Two-dimensional (2D) transition-metal dichalcogenides (TMDs) have drawn much attention due to their unique physical and chemical properties. Using TMDs as templates for the generation of 2D sandwich-like materials with remarkable properties still remains
- Yuan, Kai,Zhuang, Xiaodong,Fu, Haiyan,Brunklaus, Gunther,Forster, Michael,Chen, Yiwang,Feng, Xinliang,Scherf, Ullrich
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- Tridentate Lewis Acids: Silicon-Functionalised 1,3,5-Triethynylbenzene and 1,3,5-Trivinylbenzene
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Planar tridentate Lewis acids were synthesised by hydrosilylation reactions of triethynylbenzene with chlorosilanes. Hydrogenation of the rigid triethynylbenzene using hydrogen in the presence of Lindlar's catalyst resulted in the formation of trivinylben
- Schwartzen, Anna,Siebe, Lena,Schwabedissen, Jan,Neumann, Beate,Stammler, Hans-Georg,Mitzel, Norbert W.
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- Supramolecular tetrahedra of phosphines and coinage metals
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Treasure chests: The Group 11 metals CuI, AgI, and AuI form tetrahedral supramolecular clusters with a rigid threefold-symmetric phosphine ligand. These supramolecular clusters, which assemble by metal-phosphine interactio
- Lim, Sang Ho,Su, Yongxuan,Cohen, Seth M.
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- Morphological changes in the self-assembly of a radial oligo-phenylene ethynylene amphiphilic system
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Varying polarity of the solvent leads to the formation of vesicles, planar networks or rod-like objects by the spontaneous self-assembly of a simple C 3-radial oligophenylene ethynylene amphiphile. The Royal Society of Chemistry 2008.
- Fernandez, Gustavo,Garcia, Fatima,Sanchez, Luis
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- Heterometallic Cu(I)/Ru(II) halide and pseudohalide hybrid complexes composed of coordination and organometallic sites: Synthesis, spectroscopic characterization, electrochemical and luminescence properties
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A new series of heterometallic halide/pseudohalide hybrid complexes of the type [Cu(L1)NC5H4–C[tbnd]C–C6H3–1,3-{C[tbnd]C-trans-RuCl(dppe)2}2X] (1a–d) and [Cu(L2)NCsub
- Pawal,Lolage,Chavan
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- Meta-conjugation and excited-state coupling in phenylacetylene dendrimers
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Traditional pictures of optical properties in phenylacetylene dendrimers view the molecule as a collection of independent chromophores, linked by meta-substitution at the central phenyl ring. While this picture is reasonable for explaining the observed ab
- Gaab, Kevin M.,Thompson, Alexis L.,Xu, Jianjun,Martinez, Todd J.,Bardeen, Christopher J.
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- Synthesis of Rigid Rod, Trigonal, and Tetrahedral Nucleobase-Terminated Molecules
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An efficient fragment splicing method for the construction of multiple nucleobase-terminated monomers has been developed. Conformationally fixed rod, trigonal planar and tetrahedral thymine and adenine structures were generated in moderate to good yields,
- Cheng, Liang,Jin, Xiao-Yang,Liu, An-Di,Liu, Li,Wu, Chuan-Shuo
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- Synthesis of hydrogen-substituted graphdiynes via dehalogenative homocoupling reactions
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A new method is introduced to prepare hydrogen-substituted graphdiynes (HsGDYs) via the dehalogenative homocoupling of terminal alkynyl bromides. Compared with previous synthetic strategies, the reaction conditions are moderate and the time is shortened. HsGDYs exhibit porous structures and hydrogen/oxygen evolution reaction (HER/OER) catalytic activity, endowing applications in electrochemical catalysis.
- Wu, Jiasheng,Liang, Jizhe,Zhang, Yijie,Zhao, Xiaoli,Yuan, Chunxue
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supporting information
p. 5036 - 5039
(2021/05/28)
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- Metal-Free Catalysis: A Redox-Active Donor-Acceptor Conjugated Microporous Polymer for Selective Visible-Light-Driven CO2Reduction to CH4
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Achieving more than a two-electron photochemical CO2reduction process using a metal-free system is quite exciting and challenging, as it needs proper channeling of electrons. In the present study, we report the rational design and synthesis of
- Barman, Soumitra,Maji, Tapas Kumar,Rahimi, Faruk Ahamed,Singh, Ashish
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supporting information
p. 16284 - 16292
(2021/10/12)
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- Thermogravimetric Analysis and Mass Spectrometry Allow for Determination of Chemisorbed Reaction Products on Metal Organic Frameworks
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Thermogravimetric analysis (TGA) is a technique which can probe chemisorption of substrates onto metal organic frameworks. A TGA method was developed to examine the catalytic oxidation of S-nitrosoglutathione (GSNO) by the MOF H3[(Cu4Cl)3(BTTri)8] (abbr. Cu-BTTri; H3BTTri = 1,3,5-tris(1H-1,2,3-triazol-5-yl)benzene), yielding glutathione disulfide (GSSG) and nitric oxide (NO). Thermal analysis of reduced glutathione (GSH), GSSG, GSNO, and Cu-BTTri revealed thermal resolution of all four analytes through different thermal onset temperatures and weight percent changes. Two reaction systems were probed: an aerobic column flow reaction and an anaerobic solution batch reaction with gas agitation. In both systems, Cu-BTTri was reacted with a 1 mM GSH, GSSG, or GSNO solution, copiously rinsed with distilled-deionized water (dd-H2O), dried (25 °C, 1 Torr), and assessed by TGA. Additionally, stock, effluent or supernatant, and rinse solutions for each glutathione derivative within each reaction system were assessed by mass spectrometry (MS) to inform on chemical transformations promoted by Cu-BTTri as well as relative analyte concentrations. Both reaction systems exhibited chemisorption of glutathione derivatives to the MOF by TGA. Mass spectrometry analyses revealed that in both systems, GSH was oxidized to GSSG, which chemisorbed to the MOF whereas GSSG remained unchanged during chemisorption. For GSNO, chemisorption to the MOF without reaction was observed in the aerobic column setup, whereas conversion to GSSG and subsequent chemisorption was observed in the anaerobic batch setup. These findings suggest that within this reaction system, GSSG is the primary adsorbent of concern with regards to strong binding to Cu-BTTri. Development of similar thermal methods could allow for the probing of MOF reactivity for a wide range of systems, informing on important considerations such as reduced catalytic efficiency from poisoning, recyclability, and loading capacities of contaminants or toxins with MOFs.
- Jones, W. Matthew,Reynolds, Melissa M.,Tapia, Jesus B.,Tuttle, Robert R.
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p. 3903 - 3911
(2020/05/04)
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- Microwave-assisted unprotected Sonogashira reaction in water for the synthesis of polysubstituted aromatic acetylene compounds
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A microwave-assisted, efficient and rapid Sonogashira reaction was developed for the synthesis of polysubstituted aromatic alkynes. The reaction was made environmentally friendly and easy to perform by replacing the traditional amine solvents with water.
- Tian, Yucheng,Wang, Jubo,Cheng, Xinying,Liu, Kang,Wu, Tizhi,Qiu, Xiaqiu,Kuang, Zijian,Li, Zhiyu,Bian, Jinlei
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supporting information
p. 1338 - 1344
(2020/03/11)
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- Ultrafine silver nanoparticles supported on a covalent carbazole framework as high-efficiency nanocatalysts for nitrophenol reduction
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A novel conjugated microporous polymer (CMP) material CZ-TEB was synthesized with a carbazole analogue and 1,3,5-triethynylbenzene. It possessed a high specific surface area, excellent thermal stability and layered-sheet morphology. Furthermore, ultrafine silver nanoparticles were successfully immobilized on CZ-TEB, thus preparing a nanocatalyst Ag0@CZ-TEB. To evaluate its catalytic performance, Ag0@CZ-TEB was exploited in the reduction reaction of nitrophenols, a family of priority pollutants. Ag0@CZ-TEB exhibited high catalytic ability, convenient recovery and excellent reusability. Strikingly, the normalized rate constant (knor) of the reduction reaction of 4-NP to 4-AP is as high as 21.49 mmol-1 s-1. This result shows a significant improvement over all previously reported work. We purposed to use a "capture-release" model to explain the high catalytic ability of Ag0@CZ-TEB. This explanation is supported by further experimental results that agree well with the "capture-release" model.
- Gong, Wei,Wu, Qianqian,Jiang, Guoxing,Li, Guangji
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supporting information
p. 13449 - 13454
(2019/06/13)
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- Copper ion vs copper metal–organic framework catalyzed NO release from bioavailable S-Nitrosoglutathione en route to biomedical applications: Direct 1H NMR monitoring in water allowing identification of the distinct, true reaction stoichiometries and thiol dependencies
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Copper containing compounds catalyze decomposition of S-Nitrosoglutathione (GSNO) in the presence of glutathione (GSH) yielding glutathione disulfide (GSSG) and nitric oxide (NO). Extended NO generation from an endogenous source is medically desirable to achieve vasodilation, reduction in biofilms on medical devices, and antibacterial activity. Homogeneous and heterogeneous copper species catalyze release of NO from endogenous GSNO. One heterogeneous catalyst used for GSNO decomposition in blood plasma is the metal-organic framework (MOF), H3[(Cu4Cl)3-(BTTri)8, H3BTTri = 1,3,5-tris(1H-1,2,3-triazol-5-yl) benzene] (CuBTTri). Fundamental questions about these systems remain unanswered, despite their use in biomedical applications, in part because no method previously existed for simultaneous tracking of [GSNO], [GSH], and [GSSG] in water. Tracking these reactions in water is a necessary step towards study in biological media (blood is approximately 80% water) where NO release systems must operate. Even the balanced stoichiometry remains unknown for copper-ion and CuBTTri catalyzed GSNO decomposition. Herein, we report a direct 1H NMR method which: simultaneously monitors [GSNO], [GSH], and [GSSG] in water; provides the experimentally determined stoichiometry for copper-ion vs CuBTTri catalyzed GSNO decomposition; reveals that the CuBTTri-catalyzed reaction reaches 10% GSNO decomposition (16 h) without added GSH, yet the copper-ion catalyzed reaction reaches 100% GSNO decomposition (16 h) without added GSH; and shows 100% GSNO decomposition upon addition of stoichiometric GSH to the CuBTTri catalyzed reaction. These observations provide evidence that copper-ion and CuBTTri catalyzed GSNO decomposition in water operate through different reaction mechanisms, the details of which can now be probed by 1H NMR kinetics and other needed studies.
- Tuttle, Robert R.,Rubin, Heather N.,Rithner, Christopher D.,Finke, Richard G.,Reynolds, Melissa M.
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- Sonogashira Couplings Catalyzed by Fe Nanoparticles Containing ppm Levels of Reusable Pd, under Mild Aqueous Micellar Conditions
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Nanoparticles derived from FeCl3 containing the ligand XPhos and only 500 ppm Pd effect Sonogashira couplings in water between rt and 45 °C. The entire aqueous reaction medium can be easily recycled using an "in-flask" extraction. Several tande
- Handa, Sachin,Jin, Bo,Bora, Pranjal P.,Wang, Ye,Zhang, Xiaohua,Gallou, Fabrice,Reilly, John,Lipshutz, Bruce H.
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p. 2423 - 2431
(2019/03/08)
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- Interplay between H-Bonding and Preorganization in the Evolution of Self-Assembled Systems
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Cooperative π–π interactions and H-bonding are frequently exploited in supramolecular polymerization; however, close scrutiny of their mutual interplay has been largely unexplored. Herein, we compare the self-assembly behavior of a series of C2
- Philips, Divya S.,Kartha, Kalathil K.,Politi, Antiope T.,Krüger, Timo,Albuquerque, Rodrigo Q.,Fernández, Gustavo
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supporting information
p. 4732 - 4736
(2019/03/08)
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- A facile liquid/liquid interface method to synthesize graphyne analogs
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An innovative facile interfacial synthetic strategy is demonstrated as a general method for the synthesis of graphyne analogs (GYs), which are composed of benzene rings connected by acetylenic bonds. All these synthesized GYs, which are obtained as unifor
- Song, Yuwei,Li, Xiaodong,Yang, Ze,Wang, Jing,Liu, Chunyue,Xie, Chipeng,Wang, Huanlei,Huang, Changshui
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supporting information
p. 6571 - 6574
(2019/06/13)
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- Organic electroluminescent element and preparation method of triazole derivative
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The invention discloses an organic electroluminescent element and a preparation method of a triazole derivative shown by the formula (I) as shown in the description. The organic electroluminescent element comprises an anode layer and a cathode layer which
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Paragraph 0120; 0121; 0122
(2018/10/11)
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- Sustainable HandaPhos-ppm Palladium Technology for Copper-Free Sonogashira Couplings in Water under Mild Conditions
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Complexation of ca. 1000 ppm Pd(OAc)2 with the ligand HandaPhos (1-1.5:1) leads to a precatalyst that efficiently mediates Sonogashira couplings in aqueous nanomicelles under very mild conditions. Neither copper nor organic solvent is required
- Handa, Sachin,Smith, Justin D.,Zhang, Yitao,Takale, Balaram S.,Gallou, Fabrice,Lipshutz, Bruce H.
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supporting information
p. 542 - 545
(2018/02/10)
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- Stronger host-guest binding does not necessarily give brighter particles: a case study on polymeric AIEE-tunable and size-tunable supraspheres
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Supraspheres were prepared from a pillar[5]arene-based linear polymer (the host) and several multitopic guests. According to host-guest binding studies in nanosystems, the optical and structural properties (fluorescence capability, density, and particle s
- Xu, Linxian,Wang, Rongrong,Cui, Wei,Wang, Lingyun,Meier, Herbert,Tang, Hao,Cao, Derong
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supporting information
p. 9274 - 9277
(2018/08/31)
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- Chiral induction, transfer and modulation in C 3-symmetric columnar liquid crystalline assemblies
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Circularly polarized light (CPL), regarded as a true chiral entity, has been suggested as one possible origin of homochirality in nature. It still remains difficult to understand the exact mechanism of chiral induction, transfer and amplification in supramolecular assemblies. Herein, we designed and synthesized three discotic diacetylene LC monomers, in which the peripheral diacetylene flexible chains linked to the triazole derivative cores through H-bonding or covalent bonds. We established links between the primary chemical structures of discotic diacetylene monomers, liquid crystal phase structures and optically active properties in the final supramolecular assemblies. Moreover, the type of junction bonding interaction exhibited a significant influence on the chiral transfer in a supramolecular columnar LC system.
- Hu, Jingang,Zhu, Tianyi,He, Chenlu,Zhang, Yan,Zhang, Qijin,Zou, Gang
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supporting information
p. 5135 - 5142
(2017/07/10)
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- Efficient and straightforward click synthesis of structurally related dendritic triazoles
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A simple, rapid and efficient copper-catalyzed 1,3-dipolar cycloaddition reaction is described for the synthesis of a novel family of twelve triazolic dendrimers structurally related. The products were the result of the click reaction of three cores and four different azides in tetrahydrofuran applying a homogeneous copper catalysis. The reaction intermediates and products were obtained in very good to excellent yields using straightforward and simple work-up procedures. This new family of compounds contain electroactive moieties such as carbazole and triphenylamine which may turn them into excellent candidates for the development of optoelectronic organic materials.
- Mangione,Spanevello,Anzardi
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p. 47681 - 47688
(2017/10/23)
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- Bestowing structure upon the pores of a supramolecular network
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Trigonal molecules compartmentalise the pores of a honeycomb network of 3,4:9,10-tetracarboxylic diimide (PTCDI) and 1,3,5-triazine-2,4,6-triamine (melamine). Extending the 1,3,5-tri(phenylene-ethynylene)benzene core by a phenyl group allows for a well-defined accommodation of the molecule into two symmetry equivalent positions in the pore. The corresponding styryl or phenylene-ethynylene derivatives exceed the pore size and, thus, impede pore modification. This journal is
- Karamzadeh, Baharan,Eaton, Thomas,Cebula, Izabela,Torres, David Muoz,Neuburger, Markus,Mayor, Marcel,Buck, Manfred
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supporting information
p. 14175 - 14178
(2015/01/09)
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- Efficient fixation of CO2 by a zinc-coordinated conjugated microporous polymer
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Zinc-coordinated conjugated microporous polymers (Zn-CMPs), prepared by linking salen zinc and 1,3,5-triethynylbenzene, exhibit extraordinary activities (turnover frequencies of up to 11600 h-1), broad substrate scope, and group tolerance for the synthesis of functional organic carbonates by coupling epoxides with CO2 at 120 °C and 3.0 MPa without the use of additional solvents. The catalytic activity of Zn-CMP is comparable to those of homogeneous catalysts and superior to those of other heterogeneous catalysts. This catalyst could be reused more than ten times without a significant decrease in performance.
- Xie, Yong,Wang, Ting-Ting,Yang, Rui-Xia,Huang, Nian-Yu,Zou, Kun,Deng, Wei-Qiao
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p. 2110 - 2114
(2014/10/15)
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- Aerobic oxynitration of alkynes with tBuONO and TEMPO
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An efficient method for stereoselective nitroaminoxylation of alkyne has been reported. The reaction enjoys a broad substrate scope, good functional group tolerance, and high yields. Synthetically useful α-nitroketones can be accessed through these products in a single step.
- Dutta, Uttam,Maity, Soham,Kancherla, Rajesh,Maiti, Debabrata
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supporting information
p. 6302 - 6305
(2015/02/19)
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- Electrogenerated conductive polymers from triphenylamine end-capped dendrimers
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Electroactive end-capped dendritic macromolecules were designed and synthesized. Their structures contain triphenylamine moieties as part of the core or dendrons. The electrogenerated films produced with these monomers behaved as conductive dendritic poly
- Mangione, Maria I.,Spanevello, Rolando A.,Rumbero, Angel,Heredia, Daniel,Marzari, Gabriela,Fernandez, Luciana,Otero, Luis,Fungo, Fernando
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p. 4754 - 4763
(2013/07/26)
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- Designed synthesis of a metal cluster-pillared coordination cage
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An unprecedented polynuclear metal cluster-pillared triangular prism was built by a macrocycle-directing strategy. Discrete architectures of three silver cluster-involved metallosupramolecules were characterized by single crystal X-ray crystallography and
- He, Xin,Gao, Cai-Yan,Wang, Mei-Xiang,Zhao, Liang
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supporting information
p. 10877 - 10879
(2013/01/15)
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- Structural rules for the chiral supramolecular organization of OPE-based discotics: Induction of helicity and amplification of chirality
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A systematic study on the structural rules that regulate the chiral supramolecular organization of oligo(phenylene ethynylene) (OPE)-based discotics is presented. This study is based on the chirooptical properties of two different series of triangular sha
- Garcia, Fatima,Sanchez, Luis
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supporting information; scheme or table
p. 734 - 742
(2012/03/08)
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- Complementary hydrogen bonding between a clicked C3-symmetric triazole derivative and carboxylic acids for columnar liquid-crystalline assemblies
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Two's complement: A series of discotic hydrogen-bonded complexes was prepared from a "clicked" triazole derivative with C3 symmetry and carboxylic acids (see picture; R1, R2=alkyl groups). Owing to the extended rigid core
- Ryu, Mi-Hee,Choi, Jin-Woo,Kim, Ho-Joong,Park, Noejung,Cho, Byoung-Ki
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supporting information; experimental part
p. 5737 - 5740
(2011/08/06)
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- From molecular to macroscopic engineering: Shaping hydrogen-bonded organic nanomaterials
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The self-assembly and self-organization behavior of chromophoric acetylenic scaffolds bearing 2,6-bis(acetylamino)pyridine (1, 2) or uracyl-type (3-9) terminal groups has been investigated by photophysical and microscopic methods. Systematic absorption and luminescence studies show that 1 and 2, thanks to a combination of solvophilic/solvophobic forces and π-π stacking interactions, undergo self-organization in apolar solvents (i.e., cyclohexane) and form spherical nanoparticles, as evidenced by wide-field optical microscopy, TEM, and AFM analysis. For the longer molecular module, 2, a more uniform size distribution is found (80-200nm) compared to 1 (20-1000nm). Temperature scans in the range 283-353K show that the self-organized nanoparticles are reversibly formed and destroyed, being stable at lower temperatures. Molecular modules 1 and 2 were then thoroughly mixed with the complementary triply hydrogen-bonding units 3-9. Depending on the specific geometrical structure of 3-9, different nanostructures are evidenced by microscopic investigations. Combination of modules 1 or 2 with 3, which bears only one terminal uracyl unit, leads to the formation of vesicular structures; instead, when 1 is combined with bis-uracyl derivative 4 or 5, a structural evolution from nanoparticles to nanowires is observed. The length of the wires obtained by mixing 1 and 4 or 1 and 5 can be controlled by addition of 3, which prompts transformation of the wires into shorter rods. The replacement of linear system 5 with the related angular modules 6 and 7 enables formation of helical nanostructures, unambiguously evidenced by AFM. Finally, thermally induced self-assembly was studied in parallel with modules 8 and 9, in which the uracyl recognition sites are protected with tert-butyloxycarbonyl (BOC) groups. This strategy allows further control of the self-assembly/self-organization process by temperature, since the BOC group is completely removed on heating. Microscopy studies show that the BOC-protected ditopic modules 8 self-assemble and self-organize with 1 into ordered linear nanostructures, whereas BOC-protected tritopic system 9 gives rise to extended domains of circular nano-objects in combination with 1.
- Yoosaf,Llanes-Pallas, Anna,Marangoni, Tomas,Belbakra, Abdelhalim,Marega, Riccardo,Botek, Edith,Champagne, Beno?t,Bonifazi, Davide,Armaroli, Nicola
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supporting information; experimental part
p. 3262 - 3273
(2011/04/24)
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- Calix[4]bis(spirodienone) as a versatile synthon for upper rim alkoxylation of calixarenes and synthesis of novel triazole-based biscalixarene by 'CuAAC' chemistry
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The spiro rings of calix[4]bis(spirodienone) have been opened up using various bromofunctionalised alcohols employing a novel ipso nucleophilic substitution of tert-butyl groups by alkoxy groups. Additionally, a route has been paved towards the preparation of triazole-linked biscalixarene via the copper(I)-catalysed modern version of classical Huisgen 1,3-dipolar cycloaddition of alkynyl calixarene and azidocalixarene, derived from the above-mentioned bromo-substituted calixarene.
- Thulasi, Sreeja,Savithri, Anupriya,Varma, Ramavarma Luxmi
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experimental part
p. 501 - 508
(2012/06/18)
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- Conformational Control of benzyl-o-carboranylbenzene derivatives and molecular encapsulation of acetone in the dynamically formed space of 1,3,5-Tris(2-benzyl-o-carboran-1-yl)benzene
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A 1,3,5-substituted benzene platform has been widely used in the fields of supramolecular chemistry and molecular recognition. Here, we show that 1,3,5-tris(2-benzyl-o-carboran-1-yl)benzene 6 exhibits solvent-dependent conformation in the crystalline stat
- Songkram, Chalermkiat,Ohta, Kiminori,Yamaguchi, Kentaro,Pichierri, Fabio,Endo, Yasuyuki
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scheme or table
p. 11174 - 11183
(2011/02/16)
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- Solvophobic effects in the self-assembly of triangular-shape amphiphilic oligo(phenylene ethynylenes)
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Triangular-shape OPEs, decorated In their periphery with a variable number of hydrophilic and hydrophobic substituants, have been synthesized to evaluate the Influence of the solvent-solute and solute-solute Interactions Involved In their self-association
- Garcia, Fatima,Aparicio, Fatima,Fernandez, Gustavo,Sanchez, Luis
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scheme or table
p. 2748 - 2751
(2009/11/30)
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- Strong CO2 binding in a water-stable, triazolate-bridged metal-organic framework functionalized with ethylenediamine
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(Figure Presented) Reaction of CuCl2·2H2O with 1,3,5-tris(1H-1,2,3-triazol-5-yl)benzene (H3BTTri) in DMF at 100°C generates the metal-organic framework H3[(Cu 4Cl)3(BTTri)8(DMF)
- Demessence, Aude,D'Alessandro, Deanna M.,Foo, Maw Lin,Long, Jeffrey R.
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supporting information; experimental part
p. 8784 - 8786
(2009/12/04)
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- Synthesis of a nanocar with organometallic wheels
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A new class of nanovehicles incorporating trans-alkynyl(dppe)2ruthenium-based wheels is reported. A four-wheeled nanocar and a three-wheeled trimer were synthesized for future studies at the single molecule level.
- Vives, Guillaume,Tour, James M.
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experimental part
p. 1427 - 1430
(2009/06/18)
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- 1,3,5-Tris(functionalised-phenylethynyl)benzene-metal complexes: Synthetic survey of mesoporous coordination polymers and investigation of their carbonisation
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A series of multicoordinate 1,3,5-tris(functionalised-phenylethynyl) benzenes (1-9) was synthesised, and coordination polymers were constructed from these organic linkers and copper ions in high yields. The carbonisation of the linkers 1-9 afforded a micr
- Kobayashi, Norifumi,Kijima, Masashi
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supporting information; experimental part
p. 1037 - 1045
(2009/05/08)
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- Asymmetric sulfoxidation of prochiral sulfides using aminoalcohol derived chiral C3-symmetric trinuclear vanadium Schiff base complexes
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A series of trimeric variants of the efficient and well known Bolm's chiral vanadium salen catalysts are reported. These C3-symmetric trinuclear chiral Schiff bases were synthesized by condensing a variety of trialdehydes with optically active aminoalcohols. The catalytic activity of the chiral vanadium complexes of these ligands was investigated for the enantioselective oxidation of prochiral sulfides using hydrogen peroxide as an oxidant. The procedure afforded the corresponding sulfoxide in good yield and the enantioselectivities were comparable to those obtained with the mononuclear complexes.
- Suresh, Paulsamy,Srimurugan, Sankareswaran,Babu, Balaji,Pati, Hari N.
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p. 2820 - 2827
(2008/03/28)
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- New synthetic applications of indium organometallics in cross-coupling reactions
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The use of indium organometallics in multifold and sequential cross-coupling reactions is reported. Triorganoindium reagents (R3In) react, under palladium catalysis, with oligohaloarenes affording the multiple cross-coupling products in a single operation. In the reaction, the three organic groups (alkyl, aryl, alkenyl or alkynyl) attached to indium are efficiently transferred to the electrophile, with only a slight excess of organometallic reagent. We demonstrate that indium organometallics are useful reagents for sequential cross-coupling reactions. This reaction illustrates the high chemoselectivity of R3In. Georg Thieme Verlag Stuttgart.
- Pena, Miguel A.,Perez Sestelo, Jose,Sarandeses, Luis A.
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p. 485 - 492
(2007/10/03)
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- A functional assay for heparin in serum using a designed synthetic receptor
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(Graph Presented) Excellent selectivity in highly competitive serum was displayed by a synthetic fluorescent receptor incorporating phenylboronic acid and ammonium groups for the therapeutic anticoagulant heparin. The concentration of heparin at clinicall
- Wright, Aaron T.,Zhong, Zhenlin,Anslyn, Eric V.
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p. 5679 - 5682
(2007/10/03)
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- Synthesis of silicon-containing unsaturated polymers by hydrosilylation reaction. Photophysical studies
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Silicon-containing unsaturated polymers have been synthesized using the Pt(acac)2-catalyzed photoactivated hydrosilylation of alkynes. These polymers fluoresce at 360 nm when excited at 270 nm due to the π-conjugated vinylphenyl segment in the polymer chain. The polymers have excellent solubility in several organic solvents.
- Wang, Fei,Kaafarani, Bilal R.,Neckers, Douglas C.
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p. 8225 - 8230
(2007/10/03)
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- Palladium-catalyzed cross-alkynylation of aryl bromides by sodium tetraalkynylaluminates
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Sodium tetraalkynylaluminates (1-4), prepared from NaAlH4 and terminal alkynes, cross-couple with aryl bromides in the presence of Pd(0) and Pd(II) catalysts. The reactions take place in boiling THF or DME. The process is applicable to both hom
- Gelman, Dmitri,Tsvelikhovsky, Dmitry,Molander, Gary A.,Blum, Jochanan
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p. 6287 - 6290
(2007/10/03)
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- Multifold and sequential cross-coupling reactions with indium organometallics
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Multifold and sequential palladium-catalyzed cross-coupling reactions can be performed between triorganoindium compounds and oligohaloarenes using only a small excess of the organometallic reagent, low catalyst charge loading and short reaction times.
- Pena, Miguel A.,Perez, Ignacio,Perez Sestelo, Jose,Sarandeses, Luis A.
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p. 2246 - 2247
(2007/10/03)
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- Modular Synthesis of Benzene-Centered Porphyrin Trimers and a Dendritic Porphyrin Hexamer
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Rigid, star-shaped D3-symmetric arrays have been synthesized in which three porphyrin macrocyeles are attached to the 1,3, and 5 positions each of a benzene core through linkers consisting of collinear repetitive phenylethynyl units. Using the
- Mongin, Olivier,Papamicael, Cyril,Hoyler, Nicolas,Gossauer, Albert
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p. 5568 - 5580
(2007/10/03)
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- Organometallic triskelia: Novel tris(vinylideneruthenium(II)), tris(alkynylruthenium(II)), and triruthenium-triferrocenyl complexes
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Incorporation of a redox-passive bridge affords three identical redox systems in the triskelion-shaped, carbon-rich, polyvinylidenemetal complex 1. The complex was isolated from the activation of the tripodal polyyne 1,3,5-(HC≡CC6H4C
- Uno, Mitsunari,Dixneuf, Pierre H.
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p. 1714 - 1717
(2007/10/03)
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- New Trigonal Lattice Hosts: Stoicheiometric Crystal Inclusions of Laterally Trisubstituted Benzenes - X-Ray Crystal Structure of 1,3,5-Tris-(4-carboxyphenyl)benzene*Dimethylformamide
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New host molecules with a central 1,3,5-trisubstituted benzene ring and rigidly attached lateral arms composed of aryl or arylethynyl and extra fuctional groups are reported.They are shown to give more than thirty clathrates with a wide variety of organic solvents comprising alicyclic, aromatic, heterocyclic, dipolar aprotic, and protic molecules.Inclusion selectivities and stoicheiometries of the different clathrates are discussed.The crystal structure of (2a)*dimethylformamide (DMF) (1:3) inclusion compound has been determined from single-crystal X-ray diffraction.The crystals show R3 symmetry.There are six host and eighteen guest molecules in the hexagonal unit cell with a=b=23.160(9) and c=11.812(3) Angstroem.The final linear R is 0.082 for 1518 unique reflections.The host molecule adopts a propeller conformation with perfect three-fold symmetry and acts as a donor in hydrogen bonds to three DMF molecules.In the crystal structure the host-guest units are arranged stack-wise.
- Weber, Edwin,Hecker, Manfred,Koepp, Erich,Orlia, Wolfgang,Czugler, Matyas,Csoeregh, Ingeborg
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p. 1251 - 1258
(2007/10/02)
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