- A Heteromeric Carboxylic Acid Based Single-Crystalline Crosslinked Organic Framework
-
The development of large pore single-crystalline covalently linked organic frameworks is critical in revealing the detailed structure-property relationship with substrates. One emergent approach is to photo-crosslink hydrogen-bonded molecular crystals. In
- Liang, Rongran,Samanta, Jayanta,Shao, Baihao,Zhang, Mingshi,Staples, Richard J.,Chen, Albert D.,Tang, Miao,Wu, Yuyang,Aprahamian, Ivan,Ke, Chenfeng
-
-
Read Online
- Preparation of few-layer two-dimensional polymers by self-assembly of bola-amphiphilic small molecules
-
Two bola-amphiphilic small molecules, based on the diphenylanthracene skeleton structure, namely, BASM-1 and its functionalized small molecule BASM-2, were designed and synthesized. The self-assembly behavior and mechanism of these two molecules in aqueou
- Zhang, Na,Wang, Taisheng,Bu, Xiaohai,Wu, Qiong,Zhang, Zewu
-
-
Read Online
- Optically active covalent organic frameworks and hyperbranched polymers with chirality induced by circularly polarized light
-
Axial chirality was induced by circularly polarized light to covalent organic frameworks as well as hyperbranched polymers composed of bezene-1,3,5-triyl core units and oligo(benzene-1,4-diyl) as linker units where variation in induction efficiency was ra
- Bando, Masayoshi,Harada, Takunori,Naga, Naofumi,Nakano, Tamaki,Shimoda, Shuhei,Song, Zhiyi,Wang, Qingyu,Wang, Yuting,Yazawa, Koji
-
-
Read Online
- Synthesis and Characterization of π-Extended Triangulene
-
The electronic and magnetic properties of nanographenes strongly depend on their size, shape and topology. While many nanographenes present a closed-shell electronic structure, certain molecular topologies may lead to an open-shell structure. Triangular-s
- Mishra, Shantanu,Beyer, Doreen,Eimre, Kristjan,Liu, Junzhi,Berger, Reinhard,Gr?ning, Oliver,Pignedoli, Carlo A.,Müllen, Klaus,Fasel, Roman,Feng, Xinliang,Ruffieux, Pascal
-
-
Read Online
- Water-Soluble hyperbranched polyelectrolytes with high fluorescence quantum yield: Facile synthesis and selective chemosensor for Hg2+and Cu2+ ions
-
New water-soluble hyperbranched polyfluorenes bearing carboxylate side chains have been synthesized by the simple "A2 + B2 + C3" protocol based on Suzuki coupling polymerization. The linear polyfluorene analogue LPFA was also synthesized for comparative i
- Biqing, Bao,Yuwen, Lihui,Zhan, Xiaowei,Wang, Lianhui
-
-
Read Online
- Enhancing Hydrogen Evolution Activity of Au(111) in Alkaline Media through Molecular Engineering of a 2D Polymer
-
The electrochemical splitting of water holds promise for the storage of energy produced intermittently by renewable energy sources. The evolution of hydrogen currently relies on the use of platinum as a catalyst—which is scarce and expensive—and ongoing r
- Abufager, Paula,Alexa, Patrick,Busnengo, Heriberto Fabio,Grumelli, Doris,Gutzler, Rico,Haase, Frederik,Kern, Klaus,Lombardi, Juan Manuel,Lotsch, Bettina V.,Vyas, Vijay S.
-
-
Read Online
- Photo-induced thiolate catalytic activation of inert Caryl-hetero bonds for radical borylation
-
Substantial effort is currently being devoted to obtaining photoredox catalysts with high redox power. Yet, it remains challenging to apply the currently established methods to the activation of bonds with high bond dissociation energy and to substrates with high reduction potentials. Herein, we introduce a novel photocatalytic strategy for the activation of inert substituted arenes for aryl borylation by using thiolate as a catalyst. This catalytic system exhibits strong reducing ability and engages non-activated Caryl–F, Caryl–X, Caryl–O, Caryl–N, and Caryl–S bonds in productive radical borylation reactions, thus expanding the available aryl radical precursor scope. Despite its high reducing power, the method has a broad substrate scope and good functional-group tolerance. Spectroscopic investigations and control experiments suggest the formation of a charge-transfer complex as the key step to activate the substrates.
- K?nig, Burkhard,Wang, Hua,Wang, Shun
-
supporting information
p. 1653 - 1665
(2021/06/17)
-
- Novel compound and organic light emitting device comprising the same
-
The present invention provides a novel compound and an organic light emitting device including the same.
- -
-
Paragraph 0270-0274
(2021/07/27)
-
- Metal-Stabilized Boronate Ester Cages
-
Molecular cages with arylboronate ester caps at the vertices are described. The cages were obtained by metal-templated polycondensation reactions of a tris(2-formylpyridine oxime) ligand with arylboronic acids. Suited templates are triflate or triflimide salts of ZnII, FeII, CoII, or MnII. In the products, the metal ions are coordinated internally to the pyridyl and oximato N atoms adjacent to the boronate ester, resulting in an improved hydrolytic stability of the latter. It is possible to decorate the cages with cyano or aldehyde groups using functionalized arylboronic acids. The aldehyde groups allow for a postsynthetic modification of the cages via an imine bond formation.
- Fadaei-Tirani, Farzaneh,Giraldi, Erica,Scopelliti, Rosario,Severin, Kay
-
supporting information
p. 10873 - 10879
(2021/08/16)
-
- Linkage Engineering by Harnessing Supramolecular Interactions to Fabricate 2D Hydrazone-Linked Covalent Organic Framework Platforms toward Advanced Catalysis
-
Covalent organic frameworks (COFs) are an emerging class of crystalline porous polymers with tailor-made structures and functionalities. To facilitate their utilization for advanced applications, it is crucial to develop a systematic approach to control the properties of COFs, including the crystallinity, stability, and functionalities. However, such an integrated design is challenging to achieve. Herein, we report supramolecular strategy-based linkage engineering to fabricate a versatile 2D hydrazone-linked COF platform for the coordination of different transition metal ions. Intra- and intermolecular hydrogen bonding as well as electrostatic interactions in the antiparallel stacking mode were first utilized to obtain two isoreticular COFs, namely COF-DB and COF-DT. On account of suitable nitrogen sites in COF-DB, the further metalation of COF-DB was accomplished upon the complexation with seven divalent transition metal ions M(II) (M = Mn, Co, Ni, Cu, Zn, Pd, and Cd) under mild conditions. The resultant M/COF-DB exhibited extended π-conjugation, improved crystallinity, enhanced stability, and additional functionalities as compared to the parent COF-DB. Furthermore, the dynamic nature of the coordination bonding in M/COF-DB allows for the easy replacement of metal ions through a postsynthetic exchange. In particular, the coordination mode in Pd/COF-DB endows it with excellent catalytic activity and cyclic stability as a heterogeneous catalyst for the Suzuki-Miyaura cross-coupling reaction, outperforming its amorphous counterparts and Pd/COF-DT. This strategy provides an opportunity for the construction of 2D COFs with designable functions and opens an avenue to create COFs as multifunctional systems.
- Qian, Cheng,Zhou, Weiqiang,Qiao, Jingsi,Wang, Dongdong,Li, Xing,Teo, Wei Liang,Shi, Xiangyan,Wu, Hongwei,Di, Jun,Wang, Hou,Liu, Guofeng,Gu, Long,Liu, Jiawei,Feng, Lili,Liu, Yuchuan,Quek, Su Ying,Loh, Kian Ping,Zhao, Yanli
-
supporting information
p. 18138 - 18149
(2020/11/02)
-
- Multiexcitonic Triplet Pair Generation in Oligoacene Dendrimers as Amorphous Solid-State Miniatures
-
Singlet fission in organic semiconducting materials has attracted great attention for the potential application in photovoltaic devices. Research interests have been concentrated on identifying working mechanisms of coherent SF processes in crystalline so
- Chi, Chunyan,Hong, Yongseok,Kim, Dongho,Kim, Hyungjun,Kim, Juno,Oh, Juwon,Teo, Hao Ting
-
supporting information
p. 20956 - 20964
(2020/08/24)
-
- Monomer compounds comprising uracil group, Organic layers comprising the cross-linked of the monomer compounds, and Organic electronic device comprising the organic layers
-
The present invention provides a pyrimidine-based functional group-containing monomolecular compound represented by chemical formula 1 of Ar-(R_1-R_2-Py)_n as a material for an organic layer of an organic electronic device. The compound can form an organic layer within a short time through photo-curing at room temperature. In chemical formula 1, n is 2-10; Ar is a substituted or non-substituted C_6-C_60 aryl group, or a substituted or non-substituted C_3-C_60 heteroaryl group having an n-valent linking group; each of R_1 and R_2 independently represents a single bond, -O-, a substituted or non-substituted C_6-C_30 arylene group, a substituted or non-substituted C_3-C_30 heteroarylene group, a substituted or non-substituted C_1-C_10 alkylene group, a substituted or non-substituted C_1-C10 alkoxylene group, a substituted or non-substituted amide group, or a substituted or non-substituted amine group; and Py is a monovalent linking group derived from a pyrimidine-based functional group.COPYRIGHT KIPO 2020
- -
-
Paragraph 0204-0205; 0211-0214
(2020/08/01)
-
- Original Suzuki–Miyaura Coupling Using Nitro Derivatives for the Synthesis of Perylenediimide-Based Multimers
-
A series of perylenediimide (PDI)-based multimers were synthesized using an original Suzuki–Miyaura Coupling (SMC) reaction. The new approach considers the reaction between 1-nitroPDI as the electrophilic reagent with a wide variety of boronic esters to reach PDI dimers, trimers and tetramers which are of particular interest as Non-Fullerene Acceptors (NFAs) in organic photovoltaics. In this work, we compared the reactivity of 1-bromoPDI and 1-nitroPDI towards this pallado-catalyzed cross-coupling reaction. Considering that 1-nitroPDI is more accessible in terms of selectivity, time reaction, purification efficiency, atom economy, etc, we have shown that the use of nitroarenes is largely favored in the preparation of these PDI-based multimers. The latter were characterized with determination of their spectroscopic and electrochemical properties. With the aim of extending this SMC reaction to N-annulated PDI analogues, an original and efficient transformation of nitro-PDI into pyrrole-fused PDI was found as an alternative to the well-known reductive Cadogan cyclization. The SMC reaction was applied to bromo and nitro N-annulated PDI derivatives, and DFT calculations were accomplished in order to clarify the oxidative addition step of the cross-coupling and understand the difference of reactivity between the bromo- and nitro-PDI based electrophiles.
- Rocard, Lou,Hatych, Danylo,Chartier, Thomas,Cauchy, Thomas,Hudhomme, Piétrick
-
supporting information
p. 7635 - 7643
(2019/11/22)
-
- Inflating face-capped Pd6L8 coordination cages
-
Tritopic metalloligands were used to form two Pd6L8-type coordination cages. With molecular weights of more than 15 kDa and Pd?Pd distances of up to 4.2 nm, these complexes are among the largest palladium cages described to date.
- Jansze, Suzanne M.,Ortiz, Daniel,Fadaei Tirani, Farzaneh,Scopelliti, Rosario,Menin, Laure,Severin, Kay
-
supporting information
p. 9529 - 9532
(2018/08/28)
-
- The influence of ortho -methyl substitution in organometallic self-assembly-a comparative study on Cu(111) vs. Ag(111)
-
Metal surface-induced dehalogenation of precursors is known to initiate self-assembly of organometallic networks, where tectons are connected via carbon-metal-carbon (C-M-C) bonds. Even though reversibility of the C-M-C bonds facilitates structural equili
- Fritton, Massimo,Otte, Katrin,Bj?rk, Jonas,Biswas, Pronay Kumar,Heckl, Wolfgang M.,Schmittel, Michael,Lackinger, Markus
-
supporting information
p. 9745 - 9748
(2018/09/10)
-
- Copper-Catalyzed ipso-Borylation of Fluoroarenes
-
ipso-Borylation of fluoroarenes has been achieved using an air-stable copper complex as a catalyst. Mechanistic studies suggest that the reaction proceeds via an SRN1 mechanism involving a single-electron-transfer (SET) process and not via the typical SNAr mechanism. This method differs from the previously reported nickel/copper-cocatalyzed system in terms of scope of the substrate and has exhibited good scalability. Double and triple ipso-borylations of several di- and trifluoroarenes have been also achieved efficiently, enhancing the synthetic utility of this method.
- Niwa, Takashi,Ochiai, Hidenori,Hosoya, Takamitsu
-
p. 4535 - 4541
(2017/07/24)
-
- A pyridine phongl as the nuclear in the three compounds and methods for their preparation and use
-
The invention belongs to the technical field of organic electroluminescence materials, and discloses a compound using tripyridylbenzene as a core as well as a preparation method and application thereof. The compound can be prepared by synthesizing a halog
- -
-
Paragraph 0062-0064
(2016/11/02)
-
- BORON CONTAINING ORGANIC/HYBRID SCINTILLATION MATERIALS FOR GAMMA AND NEUTRON DETECTION
-
The invention is directed to a method for making a boron containing compound, a method for making a plastic scintillator and a method for forming a neutron detecting material, and the materials made therein. Methods of use are also disclosed.
- -
-
Paragraph 0106; 0107; 0108
(2016/07/27)
-
- Base-Free Palladium-Catalyzed Borylation of Aryl Chlorides with Diborons
-
The base-free palladium-catalyzed borylation of aryl chlorides with diborons was achieved. The base-free conditions offered acceptable functional group compatibility. Based on experimental and computational studies, it was shown that smooth boryl transfer from the diborons to the arylpalladium chloride was promoted by strong interaction between the Lewis acidic boron and the chlorine atom on palladium.
- Yamamoto, Yutaro,Matsubara, Hiroshi,Yorimitsu, Hideki,Osuka, Atsuhiro
-
p. 2317 - 2320
(2016/07/28)
-
- Additive- and Metal-Free, Predictably 1,2- and 1,3-Regioselective, Photoinduced Dual C-H/C-X Borylation of Haloarenes
-
We report herein a simple, additive- and metal-free, photoinduced, dual C-H/C-X borylation of chloro-, bromo-, and iodoarenes. The reaction produces 1,2- and 1,3-diborylarenes on gram scales under batch and continuous flow conditions. The regioselectivity of the dual C-H/C-X borylation is determined by the solvent and the substituents in the parent haloarenes.
- Mfuh, Adelphe M.,Nguyen, Vu T.,Chhetri, Bhuwan,Burch, Jessica E.,Doyle, John D.,Nesterov, Vladimir N.,Arman, Hadi D.,Larionov, Oleg V.
-
supporting information
p. 8408 - 8411
(2016/07/27)
-
- Novel Electron Transport Material for Organic Emitting Diodes
-
Some embodiments provide a compound represented by Formula 1, wherein ET1, ET2 and ET3 are optionally substituted quinolinyl or optionally substituted quinoxalinyl; and wherein R1, R2, and R3 are independently selected from the group consisting of H, C1-3 alkyl, and C1-3 perfluoroalkyl. Other embodiments provide an organic electron transmission element and an organic light-emitting diode device comprising a compound of Formula 1.
- -
-
-
- Introduction of functionality, selection of topology, and enhancement of gas adsorption in multivariate metal-organic framework-177
-
Metal-organic framework-177 (MOF-177) is one of the most porous materials whose structure is composed of octahedral Zn4O(-COO)6 and triangular 1,3,5-benzenetribenzoate (BTB) units to make a three-dimensional extended network based on the qom topology. This topology violates a long-standing thesis where highly symmetric building units are expected to yield highly symmetric networks. In the case of octahedron and triangle combinations, MOFs based on pyrite (pyr) and rutile (rtl) nets were expected instead of qom. In this study, we have made 24 MOF-177 structures with different functional groups on the triangular BTB linker, having one or more functionalities. We find that the position of the functional groups on the BTB unit allows the selection for a specific net (qom, pyr, and rtl), and that mixing of functionalities (-H, -NH2, and -C4H4) is an important strategy for the incorporation of a specific functionality (-NO2) into MOF-177 where otherwise incorporation of such functionality would be difficult. Such mixing of functionalities to make multivariate MOF-177 structures leads to enhancement of hydrogen uptake by 25%.
- Zhang, Yue-Biao,Furukawa, Hiroyasu,Ko, Nakeun,Nie, Weixuan,Park, Hye Jeong,Okajima, Satoshi,Cordova, Kyle E.,Deng, Hexiang,Kim, Jaheon,Yaghi, Omar M.
-
supporting information
p. 2641 - 2650
(2015/03/04)
-
- FUNCTIONALIZED AND MULTIVARIATE BTB-BASED METAL ORGANIC FRAMEWORKS
-
The disclosure provides for metal organic frameworks (MOFs) which comprise a plurality of SBUs linked together by functionalized or multivariate BTB-based linking ligands. The disclosure further provides for the use of these MOFs in variety of applications, including for gas separation, gas storage, catalysis, and separation of compounds or bioproducts.
- -
-
Paragraph 00121; 00122
(2015/11/27)
-
- Star-shaped isoindigo-based small molecules as potential non-fullerene acceptors in bulk heterojunction solar cells
-
Two novel, star-shaped isoindigo(ii)-based small molecules with different cores of triphenylamine and benzene, namely P1 and P2, respectively, were designed and synthesized as non-fullerene acceptor materials in organic solar cells (OSCs). The impacts of
- Liu, Xin,Xie, Yuan,Zhao, Haobin,Cai, Xinyi,Wu, Hongbin,Su, Shi-Jian,Cao, Yong
-
p. 8771 - 8779
(2015/11/10)
-
- Pushing the Ir-catalyzed C-H polyborylation of aromatic compounds to maximum capacity by exploiting reversibility
-
Small amounts of base (e.g., 10% potassium t-butoxide or sodium methoxide) have been found to promote equilibration of the kinetically favored products from Ir-catalyzed C-H polyborylations of aromatic compounds. In the presence of excess borylating agent, bis(pinacolato)diborane (B2pin2), repetitive deborylation/reborylations reposition the Bpin substituents until a pattern that accommodates the maximum number of Bpin substituents is achieved. A high-yield, one-step synthesis of 1,3,5,7,9-pentakis(Bpin)corannulene is reported that illustrates this useful extension of the Ir-catalyzed borylation reaction.
- Eliseeva, Maria N.,Scott, Lawrence T.
-
supporting information
p. 15169 - 15172
(2012/11/13)
-
- Functional group effects on metal-organic framework topology
-
Functionalization of the ligand 1,3,5-tris(4-carboxyphenyl)benzene (H 3BTB) has been realized with methoxy (H3BTB-[OMe] 3) and hydroxy (H3BTB-[OH]3) groups. Combining H3BTB-[OMe]3/sub
- Dau, Phuong V.,Tanabe, Kristine K.,Cohen, Seth M.
-
supporting information
p. 9370 - 9372
(2012/09/22)
-
- TRIS(ARYLBENZOXAZOLE)BENZENE AND TRIS(ARYLBENZTHIAZOLE)BENZENE AND DERIVATIVES THEREOF AS ORGANIC ELECTRON-TRANSPORT MATERIALS
-
A compound represented by a Formula 1: wherein Ph1, Ar1, Ar2, Ar3 Bz1, Bz2, and Bz3 are described herein. Light-emitting devices containing the compound of Formula are also described herein.
- -
-
Page/Page column 7; 8
(2011/08/22)
-
- SUBSTITUTED BIPYRIDYL COMPOUND AND ORGANIC ELECTROLUMINESCENT ELEMENT
-
[Problem] To provide an organic compound which shows an excellent electron-injecting/transporting performance, has a hole-blocking ability and shows a high stability as a film, that is, having excellent characteristics as a material for organic electrolum
- -
-
Page/Page column 29-30
(2011/01/12)
-
- Alkynylboronates and -boramides in CoI- and Rh I-Catalyzed [2+2+2] cycloadditions: Construction of oligoaryls through selective Suzuki couplings
-
Oligoaryls were prepared through transition-metal-catalyzed [2+2+2] cycloadditions of borylated alkynes, followed by Suzuki cross-couplings with aryl halides. Ethynylboryl pinacolate took part in cobalt-catalyzed [2+2+2] cycloadditions of all types invest
- Iannazzo, Laura,Vollhardt, K. Peter C.,Malacria, Max,Aubert, Corinne,Gandon, Vincent
-
scheme or table
p. 3283 - 3292
(2011/08/03)
-
- Bi- or ter-pyridine tris-substituted benzenes as electron-transporting materials for organic light-emitting devices
-
We demonstrated that 1,3,5-tris([2′,2′′]bipyridin- 6′-yl)benzene (BpyB) and 1,3,5-tris([2′,2′′, 6′′,2′′′]terpyridin-6'-yl)benzene (TpyB) are good electron-transport (ET) layer materials for organic light-emitting devices (OLEDs). The new materials exhibit
- Ichikawa, Musubu,Wakabayashi, Kenta,Hayashi, Shuichi,Yokoyama, Norimasa,Koyama, Toshiki,Taniguchi, Yoshio
-
experimental part
p. 1966 - 1973
(2011/11/30)
-
- Cobalt(I)-mediated preparation of polyborylated cyclohexadienes: Scope, limitations, and mechanistic insight
-
A series of 1,3- and 1,4-di-boryl-1,3-cyclohexadiencs have been prepared by intermolecular CoCp-mediated [2+2+2] cocyclizations of alkynylboronic pinacolate esters with alkenes, followed by oxidative demetallation with iron(III) chloride. The effect of su
- Geny, Anais,Lebaeuf, David,Rouquie, Gabriel,Vollhardt, K. Peter C.,Malacria, Max,Gandon, Vincent,Aubert, Corinne
-
p. 5408 - 5425
(2008/03/12)
-
- Electrochemical reduction of polyhalogenated aryl derivatives in the presence of pinacolborane: Electrosynthesis of functionalised arylboronic esters
-
The electroreduction of several dihalogenated aryl compounds was carried out in the presence of pinacolborane as the electrophile for the synthesis of halogenated arylboronic ester derivatives. The nature and the relative position of the halogen substituents strongly influence the boration results. The electroreduction of a trihalogenated derivative was also examined. Reactions were carried out in THF in a single-compartment cell in the presence of a Mg anode.
- Laza,Pintaric,Olivero,Dunach
-
p. 4897 - 4901
(2008/10/09)
-
- Regioselective aromatic borylation in an inert solvent.
-
[reaction: see text]. A protocol for performing Rh catalyzed aromatic borylations in cyclohexane has been devised. Borylation at the 5-position of several 1,3-substituted aromatic species ranging from electron-rich (1,3-(NMe(2))(2)C(6)H(4)) to electron-deficient (1,3-(CF(3))(2)C(6)H(4)) yields the corresponding aryl boronate esters. Veratrole was selectively borylated at the 4-position, thus extending regioselectivity to 1,2-substituted benzenes. Selective borylation at the 3-position of an N-protected pyrrole has also been demonstrated, providing a valuable reagent for cross-coupling reactions in a single step.
- Tse,Cho,Smith 3rd.
-
p. 2831 - 2833
(2007/10/03)
-
