Synthetic routes to N-heterocyclic carbene complexes: Pyridine-carbene tautomerizations

被引：51

作者：

Kunz, Doris ^{[1
]}

机构：

[1] Heidelberg Univ, Inst Organ Chem, D-69120 Heidelberg, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 19期

关键词：

1,2 H-shift; C-H activation; carbenes; pyridines; tautomerization;

D O I：

10.1002/anie.200700192

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) 70 years ago the existence of the 2-carbene isomer of pyridine, which arises by pyridine-carbene tautomerization (see scheme), was postulated. Now it has been prepared from pyridine as a stable carbene complex by metal-induced C-H activation. This pyridine-carbene tautomerization is described and discussed along with other analogous carbene tautomerization reactions. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：3405 / 3408

页数：4

共 26 条

[21] TRANSITION-METAL ACTIVATION OF ALDEHYDES - PLATINUM METAL DERIVATIVES OF "ORTHO-DIPHENYLPHOSPHINOBENZALDEHYDE [J].

RAUCHFUSS, TB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (04) :1045-1047

[22] HYDROGEN MIGRATION IN TRANSITION-METAL ALKYNE AND RELATED COMPLEXES [J].

SILVESTRE, J ;

HOFFMANN, R .

HELVETICA CHIMICA ACTA, 1985, 68 (06) :1461-1506

[23] Novel ruthenium-mediated conversion of aldimines and aminals to aminocarbene complexes [J].

Standfest-Hauser, CM ;

Mereiter, K ;

Schmid, R ;

Kirchner, K .

ORGANOMETALLICS, 2002, 21 (23) :4891-4893

[24] ISOLATION OF A STABLE ACYLRHODIUM(III) HYDRIDE INTERMEDIATE FORMED DURING ALDEHYDE DECARBONYLATION - HYDROACYLATION [J].

SUGGS, JW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (02) :640-641

[25] ACTIVATION OF ALDEHYDE C-H BONDS TO OXIDATIVE ADDITION VIA FORMATION OF 3-METHYL-2-AMINOPYRIDYL ALDIMINES AND RELATED COMPOUNDS - RHODIUM BASED CATALYTIC HYDROACYLATION [J].

SUGGS, JW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (02) :489-489

[26] Experimental and computational studies on the mechanism of N-heterocycle C-H activation by Rh(I) [J].

Wiedemann, SH ;

Lewis, JC ;

Ellman, JA ;

Bergman, RG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (07) :2452-2462

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