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Liu Yang Huan‐Huan Lu Chu‐Hui Lai Gang Li Wei Zhang Rui Cao Fengyi Liu Chao Wang Jianliang Xiao Dong Xue 《Angewandte Chemie (International ed. in English)》2020,59(31):12714-12719
A highly effective C?O coupling reaction of (hetero)aryl electrophiles with primary and secondary alcohols is reported. Catalyzed by a NiII‐aryl complex under long‐wave UV (390–395 nm) irradiation in the presence of a soluble amine base without any additional photosensitizer, the reaction enables the etherification of aryl bromides and aryl chlorides as well as sulfonates with a wide range of primary and secondary aliphatic alcohols, affording synthetically important ethers. Intramolecular C?O coupling is also possible. The reaction appears to proceed via a NiI–NiIII catalytic cycle. 相似文献
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Dr. David B. Cordes Prof. Alexandra M. Z. Slawin Prof. Dr. Steven P. Nolan 《Chemistry (Weinheim an der Bergstrasse, Germany)》2015,21(10):3906-3909
A general methodology for the α‐arylation of ketones using a nickel catalyst has been developed. The new well‐defined [Ni(IPr*)(cin)Cl] ( 1 c ) pre‐catalyst showed great efficiency for this transformation, allowing the coupling of a wide range of ketones, including acetophenone derivatives, with various functionalised aryl chlorides. This cinnamyl‐based Ni–N‐heterocyclic carbene (NHC) complex has demonstrated a different behaviour to previously reported NHC‐Ni catalysts. Preliminary mechanistic studies suggest a Ni0/NiII catalytic cycle to be at play. 相似文献
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Liu Yang Huan-Huan Lu Chu-Hui Lai Dr. Gang Li Prof. Dr. Wei Zhang Prof. Dr. Rui Cao Prof. Dr. Fengyi Liu Dr. Chao Wang Prof. Dr. Jianliang Xiao Prof. Dr. Dong Xue 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2020,132(31):12814-12819
A highly effective C−O coupling reaction of (hetero)aryl electrophiles with primary and secondary alcohols is reported. Catalyzed by a NiII-aryl complex under long-wave UV (390–395 nm) irradiation in the presence of a soluble amine base without any additional photosensitizer, the reaction enables the etherification of aryl bromides and aryl chlorides as well as sulfonates with a wide range of primary and secondary aliphatic alcohols, affording synthetically important ethers. Intramolecular C−O coupling is also possible. The reaction appears to proceed via a NiI–NiIII catalytic cycle. 相似文献
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Synthesis of Phenols: Organophotoredox/Nickel Dual Catalytic Hydroxylation of Aryl Halides with Water 下载免费PDF全文
Liu Yang Prof. Dr. Zhiyan Huang Dr. Gang Li Prof. Dr. Wei Zhang Prof. Dr. Rui Cao Prof. Dr. Chao Wang Prof. Dr. Jianliang Xiao Prof. Dr. Dong Xue 《Angewandte Chemie (International ed. in English)》2018,57(7):1968-1972
A highly effective hydroxylation reaction of aryl halides with water under synergistic organophotoredox and nickel catalysis is reported. The OH group of the resulting phenols originates from water, following deprotonation facilitated by an intramolecular base group on the ligand. Significantly, aryl bromides as well as less reactive aryl chlorides served as effective substrates to afford phenols with a wide range of functional groups. Without the need for a strong inorganic base or an expensive noble‐metal catalyst, this process can be applied to the efficient preparation of diverse phenols and enables the hydroxylation of multifunctional pharmaceutically relevant aryl halides. 相似文献
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Metal‐Catalyzed Dealkoxylative CarylC Cross‐Coupling—Replacement of Aromatic Methoxy Groups of Aryl Ethers by Employing a Functionalized Nucleophile 下载免费PDF全文
Dipl.‐Chem. Matthias Leiendecker M. Sc. Chien‐Chi Hsiao M. Sc. Lin Guo Nurtalya Alandini Prof. Dr. Magnus Rueping 《Angewandte Chemie (International ed. in English)》2014,53(47):12912-12915
The direct replacement of aromatic methoxy groups with activated carbon nucleophiles would give rise to novel synthetic pathways for targeted and diversity‐oriented syntheses. We demonstrate here that this transformation can be achieved in a one‐step reaction involving a bifunctional organolithium nucleophile in combination with a CAr? OMe bond‐cleaving nickel catalyst. The resulting products are stable, α‐CH active, and suitable for various further modifications. 相似文献
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Homolytic Cleavage of a B−B Bond by the Cooperative Catalysis of Two Lewis Bases: Computational Design and Experimental Verification 下载免费PDF全文
Guoqiang Wang Honglin Zhang Jiyang Zhao Wei Li Jia Cao Prof. Dr. Chengjian Zhu Prof. Dr. Shuhua Li 《Angewandte Chemie (International ed. in English)》2016,55(20):5985-5989
Density functional theory (DFT) investigations revealed that 4‐cyanopyridine was capable of homolytically cleaving the B?B σ bond of diborane via the cooperative coordination to the two boron atoms of the diborane to generate pyridine boryl radicals. Our experimental verification provides supportive evidence for this new B?B activation mode. With this novel activation strategy, we have experimentally realized the catalytic reduction of azo‐compounds to hydrazine derivatives, deoxygenation of sulfoxides to sulfides, and reduction of quinones with B2(pin)2 at mild conditions. 相似文献
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Lewis Acid Mediated Tandem Reaction of Propargylic Alcohols to Tetrazoles Involving CO‐ and CC‐Bond Cleavage Reactions and a CN‐Bond Formation 下载免费PDF全文
Dr. Xian‐Rong Song Ya‐Ping Han Yi‐Feng Qiu Zi‐Hang Qiu Xue‐Yuan Liu Prof. Dr. Peng‐Fei Xu Prof. Dr. Yong‐Min Liang 《Chemistry (Weinheim an der Bergstrasse, Germany)》2014,20(38):12046-12050
A novel and direct synthesis of 1‐aryl‐5‐arylvinyl‐tetrazoles from easily prepared propargylic alcohols and TMSN3 is developed in the presence of TMSCl under mild conditions (TMS=trimethylsilyl). The process involves an allenylazide intermediate, followed by a C?C‐bond cleavage and C?N‐bond formation to afford the desired products. Moreover, this method offers a good functional‐group applicability and can be scaled‐up to grams (yield up to 85 %). 相似文献
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Nickel‐Promoted Highly Regioselective Carboxylation of Aryl Ynol Ether and Its Application to the Synthesis of Chiral β‐Aryloxypropionic Acid Derivatives 下载免费PDF全文
Nickel(0)‐promoted carboxylation of aryl ynol ether proceeded in a highly regioselective manner to produce α‐substituted‐β‐aryloxyacrylic acid derivatives. The α‐substituted‐β‐aryloxyacrylic acids were transformed into the corresponding β‐aryloxypropionic acid derivative as an optically active form via rhodium‐catalyzed asymmetric hydrogenation. 相似文献
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Ab Initio Molecular Dynamics Study of Hydrogen Cleavage by a Lewis Base [tBu3P] and a Lewis Acid [B(C6F5)3] at the Mesoscopic Level—Dynamics in the Solute–Solvent Molecular Clusters 下载免费PDF全文
With the help of state‐of‐the‐art ab initio molecular dynamics methods, we investigated the reaction pathway of the {tBu3P + H2 + B(C6F5)3} system at the mesoscopic level. It is shown that: i) the onset of H2 activation is at much larger boron???phosphorus distances than previously thought; ii) the system evolves to the product in a roaming‐like fashion because of quasi‐periodic nuclear motion along the asymmetric normal mode of P???H?H???B fragment; iii) transient configurations of a certain type are present despite structural interference from the solvent; iv) transient‐state configurations with sub‐picosecond lifetime have potentially interesting infrared activity in the organic solvent (toluene) as well as in the gas phase. The presented results should be helpful for future experimental and theoretical studies of frustrated Lewis pair (FLP) activity. 相似文献
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Exploring Te–Te Bond Cleavage with Palladium(II): Synthesis,X‐ray Structural Characterization,and Optical Features of Tellurolate and Telluro‐Ether Complexes of Palladium(II) 下载免费PDF全文
Bárbara Tirloni Camila Nunes Cechin Giovanny Ferro Razera Marcelo Barbalho Pereira Gelson Manzoni de Oliveira Ernesto Schulz Lang 《无机化学与普通化学杂志》2016,642(3):239-245
The focus of this study was to explore reactions of (RTe)2 with palladium(II) salts. These reactions led to Te–Te bond cleavage and the formation of three tellurolate‐bridged dinuclear complexes and a mononuclear telluro‐ether palladium(II) complex. The methodologies used yielded single source precursors for interesting materials. UV/vis spectroscopy results supported the measured optical bandgap for the complexes in the solid state. A study on the structure of all complexes in the solid state was carried out using single‐crystal X‐ray diffraction. Other analytical methodologies, such as elemental analysis and infrared spectroscopy, were also used for the characterization of the complexes. 相似文献
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Nickel‐Catalyzed Cross‐Coupling of Functionalized Difluoromethyl Bromides and Chlorides with Aryl Boronic Acids: A General Method for Difluoroalkylated Arenes 下载免费PDF全文
Yu‐Lan Xiao Wen‐Hao Guo Guo‐Zhen He Qiang Pan Prof. Dr. Xingang Zhang 《Angewandte Chemie (International ed. in English)》2014,53(37):9909-9913
Transition‐metal‐catalyzed difluoroalkylation of aromatics remains challenging despite the importance of difluoroalkylated arenes in medicinal chemistry. Herein, the first successful example of nickel‐catalyzed difluoroalkylation of aryl boronic acids is described. The reaction allows access to a variety of functionalized difluoromethyl bromides and chlorides, and paves the way to highly cost‐efficient synthesis of a wide range of difluoroalkylated arenes. The notable features of this protocol are its high generality, excellent functional‐group compatibility, low‐cost nickel‐catalyst, and practicality for gram‐scale production, thus providing a facile method for applications in drug discovery and development. 相似文献
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An efficient experimentally simple and inexpensive catalyst system for the selective amidation of aryl iodides using 15 mol% of CuI as catalyst, 15 mol% of L-proline as ligand and KF/Al2O3 as a base in toluene is described. 相似文献
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1 INTRODUCTION Much research interest has been focused on metal- organic coordination polymers in past years because of the structural and topological novelty of these compounds and their potential applications as func- tional materials, such as catalyst, ion-exchange, gas sorption, optical material and molecule-based ma- gnet[1~6]. In this field, many organic bridging ligands such as bipyridine, polyaromatic carboxylate and re- lated species have been used to produce various types of met… 相似文献
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A procedure for BiCl3‐catalyzed carbon‐carbon cross‐coupling reaction of organoboronic acids with aryl iodides is described. This protocol has a wide substrate scope and uses an inexpensive and non‐toxic catalyst. Copyright © 2013 John Wiley & Sons, Ltd. 相似文献