STABLE CARBENES AS STRONG BASES

被引:277
作者
ALDER, RW
ALLEN, PR
WILLIAMS, SJ
机构
关键词
D O I
10.1039/c39950001267
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The stable carbene 1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene has a pK(a) of 24 in (CD3)(2)SO and gives an elimination: substitution ratio with 2-bromopropane comparable to that of 1,5-diazabicyclo[4.3.0]non-5-ene (DBN).
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页码:1267 / 1268
页数:2
相关论文
共 29 条
[1]   STRAIN EFFECTS ON AMINE BASICITIES [J].
ALDER, RW .
CHEMICAL REVIEWS, 1989, 89 (05) :1215-1223
[2]   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
[3]   A STABLE CRYSTALLINE CARBENE [J].
ARDUENGO, AJ ;
HARLOW, RL ;
KLINE, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (01) :361-363
[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]   A BIS(CARBENE) PROTON COMPLEX - STRUCTURE OF A C-H-C HYDROGEN-BOND [J].
ARDUENGO, AJ ;
GAMPER, SF ;
TAMM, M ;
CALABRESE, JC ;
DAVIDSON, F ;
CRAIG, HA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (01) :572-573
[6]  
ARDUENGO AJ, 1994, CHEM ENG NEWS 0502, P20
[7]   THERMOMETRIC TITRATIONS OF SUBSTITUTED PYRIDINES WITH TRIFLUOROACETIC-ACID IN CARBON-TETRACHLORIDE - HYDROGEN-BONDED ION-PAIR SYSTEMS [J].
ARNETT, EM ;
CHAWLA, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (01) :217-221
[8]   HYDROGEN-BONDING SPECTRA OF PYRIDINIUM HYDROCHLORIDES IN DIMETHYL-SULFOXIDE SOLUTION AND AS MULLS [J].
ARNETT, EM ;
CHAWLA, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (01) :214-216
[9]   ACIDITIES OF C2 HYDROGEN-ATOMS IN THIAZOLIUM CATIONS AND REACTIVITIES OF THEIR CONJUGATE BASES [J].
BORDWELL, FG ;
SATISH, AV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (03) :985-990