Beryllium-Induced C?N Bond Activation and Ring Opening of an N-Heterocyclic Carbene

被引：140

作者：

Arrowsmith, Merle ^{[1
]}

Hill, Michael S. ^{[1
]}

Kociok-Koehn, Gabriele ^{[1
]}

MacDougall, Dugald J. ^{[1
]}

Mahon, Mary F. ^{[1
]}

机构：

[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 09期

基金：

英国工程与自然科学研究理事会;

关键词：

alkaline-earth metals; beryllium; C?N activation; hydrides; N-heterocyclic carbenes; STRUCTURAL-CHARACTERIZATION; CATALYTIC-PROPERTIES; PD(II) COMPLEXES; ARYL SUBSTITUENT; H ACTIVATION; RUTHENIUM; LIGAND; CLEAVAGE; REACTIVITY; INSERTION;

D O I：

10.1002/anie.201107836

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Berylliant! Interaction of a well-defined adduct of MeBeH and an N-heterocyclic carbene (NHC) with PhSiH 3 results in complete rupture of the heterocycle, and activation of the NHC through effective BeH 2 insertion into a C-N bond of the heterocycle (see scheme; Ar=2,6- diisopropylphenyl, IPr=1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene). Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

收藏

页码：2098 / 2100

页数：3

相关论文

共 48 条

[21]

Caddick S., 2004, ANGEW CHEM, V116, P5948

[22] N-Heterocyclic carbenes/imidazolium salts as substrates in catalysis: the catalytic 2-substitution and annulation of heterocyclic compounds [J].

Cavell, Kingsley J. .

DALTON TRANSACTIONS, 2008, (47) :6676-6685

[23] NHC Complexes of Osmium Clusters: A Structural and Reactivity Study [J].

Cooke, Craig E. ;

Jennings, Michael C. ;

Katz, Michael J. ;

Pomeroy, R. K. ;

Clyburne, Jason A. C. .

ORGANOMETALLICS, 2008, 27 (22) :5777-5799

[24] Stability and reactivity of N-heterocyclic carbene complexes [J].

Crudden, CM ;

Allen, DP .

COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2247-2273

[25] N-Heterocyclic Carbenes in Late Transition Metal Catalysis [J].

Diez-Gonzalez, Silvia ;

Marion, Nicolas ;

Nolan, Steven P. .

CHEMICAL REVIEWS, 2009, 109 (08) :3612-3676

[26] Carbon monoxide-promoted carbene insertion into the aryl substituent of an N-heterocyclic carbene ligand: Buchner reaction in a ruthenium carbene complex [J].

Galan, BR ;

Gembicky, M ;

Dominiak, PM ;

Keister, JB ;

Diver, ST .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (45) :15702-15703

[27] Ligand-Promoted Carbene Insertion into the Aryl Substituent of an N-Heterocyclic Carbene Ligand in Ruthenium-Based Metathesis Catalysts [J].

Galan, Brandon R. ;

Pitak, Mateusz ;

Gembicky, Milan ;

Keister, Jerome B. ;

Diver, Steven T. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (19) :6822-6832

[28] Room temperature activation of aromatic C-H bonds by non-classical ruthenium hydride complexes containing carbene ligands [J].

Giunta, D ;

Hölscher, M ;

Lehmann, CW ;

Mynott, R ;

Wirtz, C ;

Leitner, W .

ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (9-10) :1139-1145

[29] The first carbene complex of a diorganoberyllium:: Synthesis and structural characterization of Ph2Be(i-Pr-carbene) and Ph2Be(n-Bu2O) [J].

Gottfriedsen, Jochen ;

Blaurock, Steffen .

ORGANOMETALLICS, 2006, 25 (15) :3784-3786

[30]

Green S. P., 2008, ANGEW CHEM, V120, P9219

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