NMR spectroscopic evidence for pi-complexation and the formation of a vinylcopper intermediate in the reaction between methyl phenylpropiolate and (t)BuCu(CN)Li

被引:39
作者
Nilsson, K [1 ]
Ullenius, C [1 ]
Krause, N [1 ]
机构
[1] UNIV BONN,INST ORGAN CHEM & BIOCHEM,D-53121 BONN,GERMANY
关键词
D O I
10.1021/ja953676g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:4194 / 4195
页数:2
相关论文
共 26 条
[1]   REACTION OF LITHIUM DIMETHYLCUPRATE WITH ALPHA-ALLENIC CARBONYL-COMPOUNDS - 1,2-ADDITION TO ACTIVATED CARBON-CARBON DOUBLE-BOND - DIRECT EVIDENCE FOR AN ALPHA-CUPRIO KETONE-COPPER ENOLATE EQUILIBRIUM [J].
BERLAN, J ;
BATTIONI, JP ;
KOOSHA, K .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1978, 152 (03) :359-365
[2]  
BERLAN J, 1976, TETRAHEDRON LETT, V37, P3355
[3]   NEW COPPER CHEMISTRY .20. LITHIUM CYANOCUPRATES, RCU(CN)LI - 1ST OBSERVATION OF 2-BOND C-13-C-13 NMR COUPLINGS IN ORGANOCUPRATES [J].
BERTZ, SH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (14) :5470-5471
[4]   COPPER(I)-INDUCED ACTIVATION OF MONOSUBSTITUTED ACETYLENES - PERTURBATION OF LIGAND GEOMETRY RESULTING FROM PI-COMPLEXATION [J].
BRANTIN, K ;
HAKANSSON, M ;
JAGNER, S .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1994, 474 (1-2) :229-236
[5]  
CASEY CP, 1979, J AM CHEM SOC, V101, P4236, DOI 10.1021/ja00509a033
[6]   ADDITION OF ME2CULI TO ORTHO-SUBSTITUTED METHYL CINNAMATES - AN NMR-STUDY OF THE PI-COMPLEX FORMATION [J].
CHRISTENSON, B ;
OLSSON, T ;
ULLENIUS, C .
TETRAHEDRON, 1989, 45 (02) :523-534
[7]   A NEW STEREOSPECIFIC SYNTHESIS OF TRISUBSTITUTED AND TETRASUBSTITUTED OLEFINS . CONJUGATE ADDITION OF DIALKYLCOPPER-LITHIUM REAGENTS TO ALPHA,BETA-ACETYLENIC ESTERS [J].
COREY, EJ ;
KATZENEL.JA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (07) :1851-&
[8]   COMPUTATIONAL EVIDENCE FOR THE EXISTENCE OF CU-III INTERMEDIATES IN ADDITION AND SUBSTITUTION-REACTIONS WITH DIALKYLCUPRATES [J].
DORIGO, AE ;
WANNER, J ;
SCHLEYER, PV .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (04) :476-478
[9]   THE SYNTHESIS OF ALPHA-BETA-UNSATURATED KETONES FROM BETA-SILYLENONES AND BETA-SILYLYNONES [J].
FLEMING, I ;
PERRY, DA .
TETRAHEDRON, 1981, 37 (23) :4027-4034
[10]  
GORLIER JP, 1973, J CHEM SOC CHEM COMM, P88