ON THE PROPOSED EXISTENCE OF A KETENE DERIVED FROM CARBON-MONOXIDE AND 1,3-DI-1-ADAMANTYLIMIDAZOL-2-YLIDENE

被引:41
作者
DIXON, DA
ARDUENGO, AJ
DOBBS, KD
KHASNIS, DV
机构
[1] Contribution 7021 from The DuPont Science and Engineering Laboratory, Experimental Station, Wilmington
关键词
D O I
10.1016/0040-4039(94)02341-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of carbon monoxide with the stable carbene, 1,3-di-1-adamantylimidazol-2-ylidene, is reinvestigated experimentally. With the aid of high level ab initio density functional theory calculations the predicted stability of the putative ketene product is determined. No evidence is found for the existence of a stable ketene product.
引用
收藏
页码:645 / 648
页数:4
相关论文
共 21 条
[1]  
ANDZELM J, 1989, ACS SYM SER, V394, P228
[2]   DENSITY FUNCTIONAL GAUSSIAN-TYPE-ORBITAL APPROACH TO MOLECULAR GEOMETRIES, VIBRATIONS, AND REACTION ENERGIES [J].
ANDZELM, J ;
WIMMER, E .
JOURNAL OF CHEMICAL PHYSICS, 1992, 96 (02) :1280-1303
[3]   ELECTRON-DISTRIBUTION IN A STABLE CARBENE [J].
ARDUENGO, AJ ;
DIAS, HVR ;
DIXON, DA ;
HARLOW, RL ;
KLOOSTER, WT ;
KOETZLE, TF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (15) :6812-6822
[4]   A STABLE CRYSTALLINE CARBENE [J].
ARDUENGO, AJ ;
HARLOW, RL ;
KLINE, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (01) :361-363
[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]  
BECKE AD, 1989, ACS SYM SER, V394, P165
[7]   DENSITY-FUNCTIONAL EXCHANGE-ENERGY APPROXIMATION WITH CORRECT ASYMPTOTIC-BEHAVIOR [J].
BECKE, AD .
PHYSICAL REVIEW A, 1988, 38 (06) :3098-3100
[8]  
BECKE AD, 1989, INT J QUANTUM CHEM, P599
[9]   OPTIMIZATION OF GAUSSIAN-TYPE BASIS-SETS FOR LOCAL SPIN-DENSITY FUNCTIONAL CALCULATIONS .1. BORON THROUGH NEON, OPTIMIZATION TECHNIQUE AND VALIDATION [J].
GODBOUT, N ;
SALAHUB, DR ;
ANDZELM, J ;
WIMMER, E .
CANADIAN JOURNAL OF CHEMISTRY, 1992, 70 (02) :560-571
[10]   AB-INITIO MOLECULAR-ORBITAL STUDY OF ETHYLENEDIONE (O-C-C-O) [J].
HADDON, RC ;
POPPINGER, D ;
RADOM, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (07) :1645-1649