Reactivity of a N-heterocyclic carbene, 1,3-di-(1-adamantyl) imidazol 2-ylidene, with a pseudo-acid:: structural characterization of Claisen condensation adduct

被引：19

作者：

Grasa, GA ^{[1
]}

Singh, R ^{[1
]}

Scott, NM ^{[1
]}

Stevens, ED ^{[1
]}

Nolan, SP ^{[1
]}

机构：

[1] Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA

来源：

CHEMICAL COMMUNICATIONS | 2004年 / 24期

关键词：

D O I：

10.1039/b410986d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reactivity of a N-heterocyclic carbene (NHC) with a pseudo-acid (ester in this case) is described. The product results from an unusual C-H bond activation. The structure of the product has been established by a single crystal diffraction study.

引用

页码：2890 / 2891

页数：2

共 39 条

[1]

ADLER RW, 1995, J CHEM SOC CHEM COMM, P1267

[2] A STABLE CRYSTALLINE CARBENE [J].

ARDUENGO, AJ ;

HARLOW, RL ;

KLINE, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (01) :361-363

[3] The quest for stable carbenes [J].

Arduengo, AJ ;

Krafczyk, R .

CHEMIE IN UNSERER ZEIT, 1998, 32 (01) :6-14

[4] 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

[5]

Arduengo AJ, 1999, HELV CHIM ACTA, V82, P2348, DOI 10.1002/(SICI)1522-2675(19991215)82:12<2348::AID-HLCA2348>3.0.CO

[6]

2-M

[7] Stable carbenes [J].

Bourissou, D ;

Guerret, O ;

Gabbaï, FP ;

Bertrand, G .

CHEMICAL REVIEWS, 2000, 100 (01) :39-91

[8] Abnormal C5-bound N-heterocyclic carbenes: Extremely strong electron donor ligands and their iridium(I) and iridium(III) complexes [J].

Chianese, AR ;

Kovacevic, A ;

Zeglis, BM ;

Faller, JW ;

Crabtree, RH .

ORGANOMETALLICS, 2004, 23 (10) :2461-2468

[9] First example of N-heterocyclic carbenes as catalysts for living polymerization:: Organocatalytic ring-opening polymerization of cyclic esters [J].

Connor, EF ;

Nyce, GW ;

Myers, M ;

Möck, A ;

Hedrick, JL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (06) :914-915

[10]

Cowan JA, 2002, ANGEW CHEM INT EDIT, V41, P1432, DOI 10.1002/1521-3773(20020415)41:8<1432::AID-ANIE1432>3.0.CO

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