Abnormal Reactivity of an N-Heterocyclic Carbene (NHC) with a Phosphaalkene: A Route to a 4-Phosphino-Substituted NHC

被引：65

作者：

Bates, Joshua I. ^{[1
]}

Kennepohl, Pierre ^{[1
]}

Gates, Derek P. ^{[1
]}

机构：

[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 52期

基金：

加拿大自然科学与工程研究理事会; 加拿大创新基金会;

关键词：

carbenes; density functional calculations; gold; nitrogen heterocycles; phosphaalkenes; LIVING ANIONIC-POLYMERIZATION; COORDINATION CHEMISTRY; NUCLEOPHILIC CARBENES; STABLE CARBENES; DOUBLE-BOND; P=C BONDS; COMPLEXES; LIGANDS; PHOSPHORUS; CATALYSIS;

D O I：

10.1002/anie.200905401

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(figure represented) A naughty NHC: A stable N-heterocyclic carbene (NHC) reacts with a phosphaalkene not at the expected 2-position, but through the 4-position, which leads to an unprecedented 4-phosphino-substituted NHC that functions as a novel afunctional ligand for gold(1). The mechanism of this reaction has been investigated using density functional calculations. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：9844 / 9847

页数：4

共 78 条

[1] C4-bound imidazolylidenes: from curiosities to high-impact carbene ligands [J].

Albrecht, Martin .

CHEMICAL COMMUNICATIONS, 2008, (31) :3601-3610

[2] Abnormal Carbenes as Ligands in Transition Metal Chemistry: Curiosities with Exciting Perspectives [J].

Albrecht, Martin .

CHIMIA, 2009, 63 (03) :105-110

[3] Isolation of a C5-Deprotonated Imidazolium, a Crystalline "Abnormal" N-Heterocyclic Carbene [J].

Aldeco-Perez, Eugenia ;

Rosenthal, Amos J. ;

Donnadieu, Bruno ;

Parameswaran, Pattiyil ;

Frenking, Gernot ;

Bertrand, Guy .

SCIENCE, 2009, 326 (5952) :556-559

[4]

[Anonymous], 2009, Angew. Chem.

[5] ELECTRONIC STABILIZATION OF NUCLEOPHILIC CARBENES [J].

ARDUENGO, AJ ;

DIAS, HVR ;

HARLOW, RL ;

KLINE, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (14) :5530-5534

[6] An air stable carbene and mixed carbene "dimers" [J].

Arduengo, AJ ;

Davidson, F ;

Dias, HVR ;

Goerlich, JR ;

Khasnis, D ;

Marshall, WJ ;

Prakasha, TK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (52) :12742-12749

[7] Looking for stable carbenes: The difficulty in starting anew [J].

Arduengo, AJ .

ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (11) :913-921

[8] Abnormal N-heterocyclic carbenes [J].

Arnold, Polly L. ;

Pearson, Stephen .

COORDINATION CHEMISTRY REVIEWS, 2007, 251 (5-6) :596-609

[9] Nonmetal-Mediated Fragmentation of P4: Isolation of P1 and P2 Bis(carbene) Adducts [J].

Back, Olivier ;

Kuchenbeiser, Glenn ;

Donnadieu, Bruno ;

Bertrand, Guy .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (30) :5530-5533

[10]

Baerends E. J., 2007, THEORETICAL CHEM

← 1 2 3 4 5 6 7 8 →