An air stable carbene and mixed carbene "dimers"

被引：296

作者：

Arduengo, AJ ^{[1
]}

Davidson, F ^{[1
]}

Dias, HVR ^{[1
]}

Goerlich, JR ^{[1
]}

Khasnis, D ^{[1
]}

Marshall, WJ ^{[1
]}

Prakasha, TK ^{[1
]}

机构：

[1] DuPont Sci & Engn Lab, Expt Stn, Wilmington, DE 19880 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1997年 / 119卷 / 52期

关键词：

D O I：

10.1021/ja973241o

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The air-stable crystalline carbene 1,3-dimesityl-4,5-dichloroimidazol-2-ylidene (2) is produced from the chlorination of 1,3-dimesityimidazol-2-ylidene (1) by 2 equiv of carbon tetrachloride. The physical and spectroscopic properties of the carbene are reported. The features which contribute to the exceptional stability of the carbene are discussed. Further reaction of 2 with carbon tetrachloride leads to reduction of CCl4 to dichlorocarbene. The formation of the mixed carbene "dimers" (olefins) from in situ generated dichlorocarbene and various imidazol(in)-2-ylidenes is also reported. The tellurones derived from 1 and 2 are synthesized and compared.

引用

页码：12742 / 12749

页数：8

共 32 条

[1] Alder R.W., 1996, ANGEW CHEM, V108, P1211
[2] A STABLE CARBENE ALANE ADDUCT
ARDUENGO, AJ
DIAS, HVR
CALABRESE, JC
DAVIDSON, F
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (24) : 9724 - 9725
[3] LOW-COORDINATE CARBENE COMPLEXES OF NICKEL(0) AND PLATINUM(0)
ARDUENGO, AJ
GAMPER, SF
CALABRESE, JC
DAVIDSON, F
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (10) : 4391 - 4394
[4] CARBENE ADDUCTS OF MAGNESIUM AND ZINC
ARDUENGO, AJ
DIAS, HVR
DAVIDSON, F
HARLOW, RL
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1993, 462 (1-2) : 13 - 18
[5] ELECTRON-DISTRIBUTION IN A STABLE CARBENE
ARDUENGO, AJ
DIAS, HVR
DIXON, DA
HARLOW, RL
KLOOSTER, WT
KOETZLE, TF
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (15) : 6812 - 6822
[6] A STABLE CRYSTALLINE CARBENE
ARDUENGO, AJ
HARLOW, RL
KLINE, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (01) : 361 - 363
[7] A STABLE DIAMINOCARBENE
ARDUENGO, AJ
GOERLICH, JR
MARSHALL, WJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (44) : 11027 - 11028
[8] A CARBENE-GEI2 ADDUCT - MODEL OF THE NON-LEAST-MOTION PATHWAY FOR DIMERIZATION OF SINGLET CARBENES
ARDUENGO, AJ
DIAS, HVR
CALABRESE, JC
DAVIDSON, F
[J]. INORGANIC CHEMISTRY, 1993, 32 (09) : 1541 - 1542
[9] CHEMICAL SHIELDING TENSER OF A CARBENE
ARDUENGO, AJ
DIXON, DA
KUMASHIRO, KK
LEE, C
POWER, WP
ZILM, KW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (14) : 6361 - 6367
[10] HOMOLEPTIC CARBENE SILVER(I) AND CARBENE COPPER(I) COMPLEXES
ARDUENGO, AJ
DIAS, HVR
CALABRESE, JC
DAVIDSON, F
[J]. ORGANOMETALLICS, 1993, 12 (09) : 3405 - 3409

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