- N,N-Chelate nickel(II) complexes bearing Schiff base ligands as efficient hydrogenation catalysts for amine synthesis
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Five N, N-chelate nickel (II) complexes bearing N-(2-pyridinylmethylene)-benzylamine ligands with different substituent groups were synthesized in good yields. The nickel complexes exhibited prominent catalytic efficiency toward amine synthesis from nitro compounds by using NaBH4 or H2 as hydrogen source through two catalytic systems. Various amines with different substituents were obtained in moderate to excellent yields. All substrates with electron-donating and electron-withdrawing properties were tolerated in the two reduction systems. Given the efficient catalytic activity, broad substance scope, and mild reduction conditions, the nickel catalysts have potential applications in industrial production.
- Xu, Mengyin,Wang, Yang,Zhou, Yifeng,Yao, Zi-Jian
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- Superelectrophilic Diels–Alder reactions and oxidations leading to heterocyclic biaryl compounds
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Heterocyclic imines provide biaryl products by a two-step transformation. The first transformation involves a Diels–Alder reaction with a multiply protonated imine to give a tetrahydroquinoline product, whereas the second step involves oxidation with elem
- Vuong, Hien,Klumpp, Douglas A.
-
supporting information
p. 316 - 323
(2019/01/18)
-
- Effect of linker and metal on photoreduction and cascade reactions of nitroaromatics by M-UiO-66 metal organic frameworks
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The use of metal organic frameworks (MOFs) as photocatalysts is a promising and growing area of research. Given the diverse architectures, linkers, and metals, it is important to understand their effects on catalysis. Herein we compare six MOFs of the UiO-66 family towards photocatalytic reduction of nitro-aromatics to anilines. These MOFs differ in metal identity (Hf, Zr) and linker, and hence this systematic study provides insights to developing next generation MOFs. We found that Hf-based MOFs are superior to the more commonly studied Zr-analogues. Moreover, the linker identity also impact the photocatalysis, with pyridine-based linkers out-performing aniline based linkers and those that lack an embedded basic site. The MOFs studied have unique selectivities for the photoreduction and also allow for the one-pot synthesis of imines from aromatic aldehydes and nitro-aromatics.
- Elkin,Saouma
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supporting information
(2019/08/30)
-
- Acceptorless dehydrogenative construction of CN and CC bonds through catalytic aza-Wittig and Wittig reactions in the presence of an air-stable ruthenium pincer complex
-
The construction of CN bonds was achieved by the dehydrogenative coupling of alcohol and azide via aza-Wittig type reaction. The reaction is catalyzed by an acridine-derived ruthenium pincer complex and does not use any oxidant. The present protocol offers a wide substrate scope, including aliphatic, aryl or heteroaryl alcohol/azides. This expeditious protocol was successfully applied to construct a CC bond directly from alcohol via dehydrogenative Wittig reaction. Furthermore, the synthesis of structurally important pyrrolo[1,4]benzodiazepine derivatives was also achieved by this methodology.
- Biswas, Nandita,Das, Kalicharan,Sardar, Bitan,Srimani, DIpankar
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p. 6501 - 6512
(2019/05/24)
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- Controlled Single and Double Iodofluorination of Alkynes with DIH- and HF-Based Reagents
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A novel protocol for the regio- and stereoselective iodofluorination of internal and terminal alkynes using 1,3-diiodo-5,5,-dimethylhydantoin and HF-based reagents is disclosed. This approach is used to prepare a fluorinated tamoxifen derivative in two steps from commercially available starting materials. A facile method enabling controlled regioselective double iodofluorination of terminal alkynes is also presented.
- Pfeifer, Lukas,Gouverneur, Véronique
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supporting information
p. 1576 - 1579
(2018/03/23)
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- Diels-Alder Reactions with Ethylene and Superelectrophiles
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Diels-Alder reactions have been accomplished with ethylene as the dienophile through the use of inverse-electron demand Diels-Alder chemistry. As a key aspect of the chemistry, the dienes are part of tri- or dicationic superelectrophilic systems. Theoreti
- Vuong, Hien,Dash, Barada P.,Nilsson Lill, Sten O.,Klumpp, Douglas A.
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supporting information
p. 1849 - 1852
(2018/04/16)
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- Palladium(II) complexes containing N,N′-bidentate imine ligands derived from picolinaldehyde and substituted anilines: Synthesis, structure and polymerisation of methyl methacrylate
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Palladium(II) complexes, LnPdCl2 (Ln = LA–LI), with N,N′-bidentate imine ligands derived from picolinaldehyde and substituted anilines have been synthesized and structurally characterized. Molecular structures revealed a distorted square plane geometry around Pd(II) centre in LnPdCl2 (Ln = LA–LC) obtained via coordination with pyridine and imine nitrogens and two chloro ligands. Pd(II) complexes LnPdCl2 (Ln = LA–LI) initiate polymerisation of methylmethacrylate (MMA) in the presence of modified methylaluminoxane (MMAO). The complex LIPdCl2 (of which the ligand was N-furfuryl substituted) showed the highest catalytic activity for the polymerisation of MMA with an activity of 7.08 × 104 g PMMA/mol·Pd·h at 60 °C. All the complexes yielded syndio-rich poly(methyl methacrylate) (PMMA) ([rr] = 0.70). Notably, the substituents on the imine moiety of the iminopyridine fragments affects the activities towards MMA polymerization, whereas the stereoselectivities remained unchanged.
- Park, Suhyun,Lee, Jaegyeong,Jeong, Jong Hwa,Lee, Hyosun,Nayab, Saira
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- Grouping Effect of Single Nickel?N4 Sites in Nitrogen-Doped Carbon Boosts Hydrogen Transfer Coupling of Alcohols and Amines
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As a new type of heterogeneous catalyst with “homogeneous-like” activity, single-site transition-metal materials are usually treated as integrated but separate active centers. A novel grouping effect is reported for single Ni?N4 sites in nitrogen-doped carbon (Ni/NC), where an effective ligand-stabilized polycondensation method endows Ni/NC nanocatalysts with a high content of single-site Ni up to 9.5 wt %. The enhanced electron density at each single Ni?N4 site promotes a highly efficient hydrogen transfer, which is exemplified by the coupling of benzyl alcohol and aniline into N-benzylaniline with a turnover frequency (TOF) value of 7.0 molN-benzylaniline molmetal?1 h?1; this TOF outpaces that of reported stable non-noble-metal-based catalysts by a factor of 2.
- Su, Hui,Gao, Peng,Wang, Meng-Ying,Zhai, Guang-Yao,Zhang, Jun-Jun,Zhao, Tian-Jian,Su, Juan,Antonietti, Markus,Li, Xin-Hao,Chen, Jie-Sheng
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supporting information
p. 15194 - 15198
(2018/10/31)
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- Mesoporous cobalt/manganese oxide: A highly selective bifunctional catalyst for amine-imine transformations
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Herein, we discuss a heterogeneous catalytic protocol using cobalt doped mesoporous manganese oxide for amine-alcohol cross-coupling to selectively produce symmetric or asymmetric imines. Thorough investigations on the surface chemistry and physical properties of the material revealed its outstanding oxidation-reduction properties and reaction mechanism which was supported by quantum mechanical calculations done by using density functional theory (DFT).
- Dutta, Biswanath,March, Seth,Achola, Laura,Sahoo, Sanjubala,He, Junkai,Shirazi Amin, Alireza,Wu, Yang,Poges, Shannon,Pamir Alpay,Suib, Steven L.
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p. 3180 - 3185
(2018/07/29)
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- Silver(I)-pyridinyl Schiff base complexes: Synthesis, characterisation and antimicrobial studies
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Fifteen new silver(I)-pyridinyl complexes of the general formula [AgL2]X, where X = ClO4?, OTf or NO3?, were synthesised by reacting (E)-N-(pyridinylmethylene)aniline ligands and the respective silver
- Njogu, Eric M.,Omondi, Bernard,Nyamori, Vincent O.
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p. 118 - 128
(2017/02/05)
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- Silver(I)-pyridinyl Schiff base complexes: Synthesis, structural characterization and reactivity in ring-opening polymerisation of ε-caprolactone
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Reactions of AgO2C2F3with 2-pyridinyl Schiff base ligands bore five novel complexes of the type [(AgO2C2F3)2.L2]: where L?=?L1, (E)-N-(1-(pyridin-2-yl)ethylidene)anili
- Njogu, Eric M.,Omondi, Bernard,Nyamori, Vincent O.
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p. 160 - 170
(2017/01/03)
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- Synthetic method of imine
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The invention relates to a method for preparing imine from an azo compound and an alcohol compound through hydrogen transition coupling. The method specifically comprises: dispersing and dissolving an azo compound and an alcohol compound which are taken as substrates in an organic solvent, adding a nickel-based catalyst, putting the obtained mixture in a synthesis kettle, leading inert gas in to replace internal air, performing sealing and stirring, carrying out a heating reaction, performing centrifugation to remove the catalyst after the reaction is over, performing rotary evaporation to remove the solvent, and performing purification through recrystallization to obtain the sample. In the catalytic action of different multi-phase nickel-based catalysts, the reaction is high in conversion rate and imine selectivity. The method is an atom economic reaction.
- -
-
Paragraph 0045; 0046
(2017/06/02)
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- Experimental and mechanistic insights into copper(ii)-dioxygen catalyzed oxidative: N -dealkylation of N -(2-pyridylmethyl)phenylamine and its derivatives
-
A di-(2-pyridylmethyl)phenylamine ((PyCH2)2NPh) supported Cu(ii)/O2 catalytic system was explored with the synthesis of pyridylmethyl-based compounds of carboxylate (PyCOOH), amide (PyC(O)NHPh), and imine (PyCHNPh) from the oxidative N-dealkylation of N-(2-pyridylmethyl)phenylamine (PyCH2NHPh) and its derivatives, by means of controlling the addition of a base and/or water to the reaction system under a dioxygen atmosphere at room temperature. Experimental studies showed that the imine and amide species could be precursors in succession in the way to the final oxidation state of carboxylates. A cyclic catalytic mechanism was proposed including the base triggered C-H bond activation of the 2-pyridylmethyl group (PyCH2-) and the intermolecular Cu-OOH α-hydrogen atom abstraction from the coordinated imine substrate (PyCHNPh).
- Wang, Yang,Liu, Haixiong,Zhang, Xiaofeng,Zhang, Zilong,Huang, Deguang
-
supporting information
p. 9164 - 9168
(2017/11/15)
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- Effect of the N-based ligands in copper complexes for depolymerisation of lignin
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Several organic soluble N-based ligands and their copper complexes were firstly investigated as catalysts to depolymerise organosolv lignin in the organic solvent, dimethylformamide (DMF) and an ionic liquid (1-ethyl-3-methylimidazolium xylenesulfonate, [
- Dai, Jinhuo,Nanayakkara, Sepa,Lamb, Thomas C.,Clark, Andrew J.,Guo, Si-Xuan,Zhang, Jie,Patti, Antonio F.,Saito, Kei
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p. 3511 - 3519
(2016/05/09)
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- PYRIDINE COMPLEX OF ZIRCONIUM, CATALYTIC SYSTEM COMPRISING SAID PYRIDINE COMPLEX OF ZIRCONIUM AND PROCESS OF (CO)POLYMERIZATION OF CONJUGATED DIENES
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Pyridine complex of zirconium having general formula (I): ? Said pyridine complex of zirconium having general formula (I) may advantageously be used in a catalytic system for the (co)polymerization of conjugated dienes.
- -
-
Page/Page column 31; 32
(2016/04/09)
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- Topological Evolution in Mercury(II) Schiff Base Complexes Tuned through Alkyl Substitution – Synthesis, Solid-State Structures, and Aggregation-Induced Emission Properties
-
From two series of Schiff base ligands, (E)-N-(pyridine-2-yl)(CMe=NPhR) and (E)-N-(pyridine-2-yl)(CH=NPhR) [R = H, L1a, L1b; 2-CH3, L2a, L2b; 4-CH3, L3a, L3b; 2,6-(CH3)2, L4a, L4b; 2,6-(C2H5/sub
- Dong, Yu-Wei,Fan, Rui-Qing,Wang, Xin-Ming,Wang, Ping,Zhang, Hui-Jie,Wei, Li-Guo,Song, Yang,Du, Xi,Chen, Wei,Yang, Yu-Lin
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p. 3598 - 3610
(2016/08/09)
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- Combination of Enabling Technologies to Improve and Describe the Stereoselectivity of Wolff-Staudinger Cascade Reaction
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A new, single-mode bench-top resonator was evaluated for the microwave-assisted flow generation of primary ketenes by thermal decomposition of α-diazoketones at high temperature. A number of amides and β-lactams were obtained by ketene generation in situ and reaction with amines and imines, respectively, in good to excellent yields. The preferential formation of trans-configured β-lactams was observed during the [2+2] Staudinger cycloaddition of a range of ketenes with different imines under controlled reaction conditions. Some insights into the mechanism of this reaction at high temperature are reported, and a new web-based molecular viewer, which takes advantage from Augmented Reality (AR) technology, is also described for a faster interpretation of computed data.
- Musio,Mariani,?liwiński,Kabeshov,Odajima,Ley
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supporting information
p. 3515 - 3526
(2016/10/18)
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- Dual Role of Acetate in Copper(II) Acetate Catalyzed Dehydrogenation of Chelating Aromatic Secondary Amines: A Kinetic Case Study of Copper-Catalyzed Oxidation Reactions
-
Copper(II) acetate is a frequent empirical choice of the copper source in copper(II)-mediated redox reactions. The effect of the acetate counterion appears crucial but has not been adequately investigated. Herein, we report that copper(II) acetate catalyz
- Sreenath, Kesavapillai,Yuan, Zhao,Macias-Contreras, Miguel,Ramachandran, Vasanth,Clark, Ronald J.,Zhu, Lei
-
supporting information
p. 3728 - 3743
(2016/08/19)
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- Synthesis of -CN- linked covalent organic frameworks: Via the direct condensation of acetals and amines
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We demonstrate herein a facile approach for constructing -CN- linked COFs from acetals. Three new COFs (imine-linked LZU-20, hydrazone-linked LZU-21, and azine-linked LZU-22) were synthesized by the direct condensation of dimethyl acetals and amines. All
- Li, Zhi-Jun,Ding, San-Yuan,Xue, Hua-Dong,Cao, Wei,Wang, Wei
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supporting information
p. 7217 - 7220
(2016/06/09)
-
- Quantitative Reactivity Scales for Dynamic Covalent and Systems Chemistry
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Dynamic covalent chemistry (DCC) has become a powerful tool for the creation of molecular assemblies and complex systems in chemistry and materials science. Herein we developed for the first time quantitative reactivity scales capable of correlation and prediction of the equilibrium of dynamic covalent reactions (DCRs). The reference reactions are based upon universal DCRs between imines, one of the most utilized structural motifs in DCC, and a series of O-, N-, and S- mononucleophiles. Aromatic imines derived from pyridine-2-carboxyaldehyde exhibit capability for controlling the equilibrium through distinct substituent effects. Electron-donating groups (EDGs) stabilize the imine through quinoidal resonance, while electron-withdrawing groups (EWGs) stabilize the adduct by enhancing intramolecular hydrogen bonding, resulting in curvature in Hammett analysis. Notably, unique nonlinearity induced by both EDGs and EWGs emerged in Hammett plot when cyclic secondary amines were used. This is the first time such a behavior is observed in a thermodynamically controlled system, to the best of our knowledge. Unified quantitative reactivity scales were proposed for DCC and defined by the correlation log K = SN (RN + RE). Nucleophilicity parameters (RN and SN) and electrophilicity parameters (RE) were then developed from DCRs discovered. Furthermore, the predictive power of those parameters was verified by successful correlation of other DCRs, validating our reactivity scales as a general and useful tool for the evaluation and modeling of DCRs. The reactivity parameters proposed here should be complementary to well-established kinetics based parameters and find applications in many aspects, such as DCR discovery, bioconjugation, and catalysis.
- Zhou, Yuntao,Li, Lijie,Ye, Hebo,Zhang, Ling,You, Lei
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supporting information
p. 381 - 389
(2016/01/26)
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- Insight into O2-promoted base-catalyzed N-alkylation of amines with alcohols
-
A highly efficient and practical transition-metal-free CsOH/O2 catalyst system was developed for the N-alkylation of amines with alcohols under argon. This strategy was compatible with many alcohols and exhibits excellent functional group tolerance. More significantly, the selective formation of secondary amines was achieved in excellent yields. The detailed mechanistic study gave a clear understanding of the role of base and oxygen in the catalytic cycle.
- Wang, Chao,Chen, Changpeng,Han, Jian,Zhang, Jingyu,Yao, Yingming,Zhao, Yingsheng
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supporting information
p. 2972 - 2977
(2015/04/27)
-
- Synthesis, characterization, photoluminescent properties and supramolecular aggregations in diimine chelated cadmium dihalides
-
A series of 12 new cadmium compounds, [Cd(X2)(L)] (4, 10), [Cd(X2)(L)(DMSO)] (9), [Cd(X2)(L)]2 (1-3, 5, 7, 8, 11, and 12), and [Cd(Cl2)2(L)]n (6) where X = chloride, bromide, and
- Basu Baul, Tushar S.,Kundu, Sajal,Ng, Seik Weng,Guchhait, Nikhil,Tiekink, Edward R.T.
-
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- Selective aerobic oxidation of alcohols to aldehydes, carboxylic acids, and imines catalyzed by a Ag-NHC complex
-
Silver NHC catalysts have been developed for the selective oxidation of alcohols to aldehydes or carboxylic acids in the presence of BnMe3NOH or KOH under dry air. The aerobic oxidation conditions are mild, and the yield is excellent. Further tandem catalysis enables the one-pot synthesis of imines in excellent yield. Only 0.1 mol % of the catalyst is required.
- Han, Lei,Xing, Ping,Jiang, Biao
-
supporting information
p. 3428 - 3431
(2014/07/21)
-
- Pt-Sn/γ-Al2O3-catalyzed highly efficient direct synthesis of secondary and tertiary amines and imines
-
Versatile syntheses of secondary and tertiary amines by highly efficient direct N-alkylation of primary and secondary amines with alcohols or by deaminative self-coupling of primary amines have been successfully realized by means of a heterogeneous bimetallic Pt-Sn/γ-Al2O3 catalyst (0.5 wt % Pt, Pt/Sn molar ratio=1:3) through a borrowing-hydrogen strategy. In the presence of oxygen, imines were also efficiently prepared from the tandem reactions of amines with alcohols or between two primary amines. The proposed mechanism reveals that an alcohol or amine substrate is initially dehydrogenated to an aldehyde/ketone or NH-imine with concomitant formation of a [PtSn] hydride. Condensation of the aldehyde/ketone species or deamination of the NH-imine intermediate with another molecule of amine forms an N-substituted imine which is then reduced to a new amine product by the in-situ generated [PtSn] hydride under a nitrogen atmosphere or remains unchanged as the final product under an oxygen atmosphere. The Pt-Sn/γ-Al2O 3 catalyst can be easily recycled without Pt metal leaching and has exhibited very high catalytic activity toward a wide range of amine and alcohol substrates, which suggests potential for application in the direct production of secondary and tertiary amines and N-substituted imines.
- He, Wei,Wang, Liandi,Sun, Chenglin,Wu, Kaikai,He, Songbo,Chen, Jiping,Wu, Ping,Yu, Zhengkun
-
experimental part
p. 13308 - 13317
(2012/02/02)
-
- Stepwise and one-pot syntheses of Ir(iii) complexes with imidazolium-based carbene ligands
-
We report the preparation, crystal structure, electrochemistry, and emission properties of Ir(CC:)3, where CC: is an N-heterocyclic carbene ligand. Two synthetic approaches are introduced for generating Ir(iii) complexes bearing imidazolium-bas
- Chien, Chih-Hsien,Fujita, Singo,Yamoto, Suguru,Hara, Takeshi,Yamagata, Tsuneaki,Watanabe, Masami,Mashima, Kazushi
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p. 916 - 923
(2008/09/18)
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- Antifungal and cytotoxic activities of some N-substituted aniline derivatives bearing a hetaryl fragment
-
Diverse N-substituted anilines bearing hetaryl fragments were easily prepared from corresponding aldimines derived from commercially available aromatic aldehydes and anilines. 2-Furyl substituted anilines showed very good antifungal activities against dermatophytes, particularly against Trichophyton rubrum (MIC = 3.12-6.25 μg/mL). In addition, all active compounds, 45-47, 73, and 74, were tested for cytotoxic activities against breast (MCF-7), lung (H-460), and central nervous system (SF-268) human cancer cell lines with the NCI-anticancer-drug screen. The activity of amines described in this paper, along with the low toxicity of most of them, shows promise for the future development of non-toxic new antimycotic agents.
- Kouznetsov, Vladímir V.,Vargas Méndez, Leonor Y.,Sortino, Maximiliano,Vásquez, Yelkaira,Gupta, Mahabir P.,Freile, Mónica,Enriz, Ricardo D.,Zacchino, Susana A.
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p. 794 - 809
(2008/09/17)
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- One-pot reductive amination of aldehydes catalyzed by a hydrio-iridium(III) complex in aqueous medium
-
A combination of sodium tetrakis[3,5-di(trifluoromethyl)phenyl]borate [NaBArF4] and hydrio-iridium(III) complex efficiently catalyzed the one-pot reductive amination of aldehydes with various amines and ammonia in water under mild conditions in good to excellent yields.
- Lai, Rung-Yi,Lee, Chun-I.,Liu, Shiuh-Tzung
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p. 1213 - 1217
(2008/09/17)
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- Nitrogen ligands in copper-catalyzed arylation of phenols: Structure/activity relationships and applications
-
In spite of the importance of ligand/ copper-catalyzed arylations of nucleophiles in organic chemistry, the structural and electronic features that make a ligand efficient in these reactions have not been determined until now. In this work, several bident
- Ouali, Armelle,Spindler, Jean-Francis,Jutand, Anny,Taillefer, Marc
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p. 1906 - 1916
(2008/09/17)
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- Synthetic and mechanistic studies of indium-mediated allylation of imines in ionic liquids
-
(Chemical Equation Presented) Aldimines derived from aryl and non-enolizable aliphatic aldehydes were allylated with allyl bromide mediated by indium powder in [bpy][BF4] (bpy = N-butylpyridine) to give good yields of the corresponding homoallylic amines. Selective formation of monoallylated amines can be achieved by varying the amount of bromide ion additive in the form of [bpy][Br]. The transient organoindium intermediates, allylindium-(I) and allylindium(III) dibromide formed in the reaction, were studied by NMR spectroscopy to explain the selectivity.
- Man, Chun Law,Tin, Wai Cheung,Wong, Kwok-Yin,Tak, Hang Chan
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p. 923 - 929
(2007/10/03)
-
- Synthesis and rearrangement of 1,2,3-triheteroaryl(aryl)-substituted aziridines
-
Aziridines carrying three (or two) heteroaryl groups with electron-withdrawing effects were synthesised with sufficient diastereoselectivity. The cis aziridines are susceptible to ring opening and rearrangement when the formation of secondary enamines in
- Pindinelli, Emanuela,Pilati, Tullio,Troisi, Luigino
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p. 5926 - 5933
(2008/04/13)
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- Designing multistep transformations using the Hammett equation: Imine exchange on a Copper(I) template
-
Herein, we quantify how imine exchange may be used to selectively transform one metalloorganic structure into another. A series of imine exchange reactions were studied, involving a set of 4-substituted anilines, their 2-pyridylimines and 1,10-phenanthrolyl-2,9-diimines, as well as the copper complexes of these imine ligands. Electron-rich anilines were found to displace electron-poor anilines in all cases. Linear free energy relationships (LFERs) were discovered connecting the electron-donating or -withdrawing character of the 4-substituent of an aniline, as measured by the Hammett σpara parameter, to that aniline's ability to compete with unsubstituted aniline to form imines. The quality of these LFERs allowed for quantitative predictions: to obtain the desired degree of selectivity in an imine exchange between anilines A and B, the required σpara differential could be predicted using a variant of the Hammett equation, log(KAB) = ρ(σA - σB). We validated this methodology by designing and executing a three-step transformation of a series of copper(I)-containing structures. Each step proceeded in predictably high yield, as calculated from σ differentials. At each step in the series of transformations, macrocyclic structures could be created or destroyed through the selection of mono- or di-amines as subcomponents. The same methodology could be used to predict the formation of a diverse dynamic library of helicates from a set of four aniline precursors, as well as the collapse of this library into one helicate upon the addition of a fifth aniline.
- Schultz, David,Nitschke, Jonathan R.
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p. 9887 - 9892
(2007/10/03)
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- Far-red luminescent ruthenium pyridylimine complexes; Building blocks for multinuclear arrays
-
Ruthenium(ii) pyridylimine complexes are explored for their potential as units that might be incorporated into electronic or photonic arrays. The complexes [Ru(bipy)2(L)][PF6]2 (1) and [Ru(tpy)(L)Cl][BF4] (2) wi
- Hotze, Anna C. G.,Faiz, Jonathan A.,Mourtzis, Nikolaos,Pascu, Gabriel I.,Webber, Philip R. A.,Clarkson, Guy J.,Yannakopoulou, Konstantina,Pikramenou, Zoe,Hannon, Michael J.
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p. 3025 - 3034
(2007/10/03)
-
- Molecular structure of di-aryl-aldimines by multinuclear magnetic resonance and X-ray diffraction
-
The complete 1H, 13C and 15N NMR analyses for a series of 25 diaryl-aldimines containing phenyl, pyridyl, pyrazolone and furanyl moieties are described herein. Detailed evaluation of substituent chemical shift and coupling constant effects showed that interaction between the lone pair of the pyrazolone carbonyl group or the nitrogen of 2-substitued pyridines with the aldimine hydrogen increases the 1JCH value and shifts the resonance signal for this hydrogen to high frequency, in the 1H NMR spectra. The X-ray crystal structure analysis of pyrazolone substituted aldimines evidenced the planarity of the aryl groups which are conjugated with the C=N double bond. In the case of the N-(2-pyridinemethylene)-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one, two rotamers were observed in the same unit cell.
- Montalvo-González, Rubén,Ariza-Castolo, Armando
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p. 375 - 389
(2007/10/03)
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- Synthesis and in vitro reactivity of cis-dichloro-(pyridin-2-ylcarboxaldimine)platinum(II) complexes with DNA
-
Five platinum pyridin-2-ylcarboxaldimine complexes of the type cis-[PtCl2(2-C5H4NCH=NR)] (R = CH2CH2OH (1); R = N(CH2CH2)2O (2); R = C6H5 (3); R
- Nikolcheva, Liliya G.,Vogels, Christopher M.,Stefan, R. Alexandra,Darwish, Hanni A.,Duffy, Stephen J.,Ireland, Robert J.,Decken, Andreas,Hudson, Robert H.E.,Westcott, Stephen A.
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p. 269 - 274
(2007/10/03)
-
- 193. Photoformation of (Z)-Isomers in Diarylazomethines. Part IV. Direct and Sensitized Photoisomerization of Pyridyl Analogues of Benzylidene-aniline and Absorption Spectra of their (Z)-Isomers
-
UV irradiation of solutions of the (E)-isomers of five (out of the possible six) monopyridyl analogues at reduced temperatures results in extensive (80-90percent) conversion into the corresponding (Z)-isomers.The process is reversible both thermally and photochemically.The (Z)-isomers are stable at temperatures below -80 deg, and their absorption spectra were estimated.Biacetyl-photosensitized (E)->(Z) isomerization was observed, with (Z)-contents of ca. 70percent at the photostationary state.
- Maeda, Koko,Fischer, Ernst
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p. 1961 - 1965
(2007/10/02)
-