AN NMR-STUDY OF THE STRUCTURE AND REACTIVITY OF PHOSPHONIUM YLIDES STABILIZED BY A CARBONYL FUNCTION

被引:36
作者
KAYSER, MM [1 ]
HATT, KL [1 ]
HOOPER, DL [1 ]
机构
[1] DALHOUSIE UNIV,DEPT CHEM,HALIFAX B3H 4J3,NS,CANADA
来源
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1991年 / 69卷 / 12期
关键词
STABILIZED PHOSPHORANES; WITTIG CONDENSATIONS; ACID CATALYSIS;
D O I
10.1139/v91-278
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The structures of five stabilized phosphonium ylides 1-5 were studied by H-1, C-13, and P-31 NMR. Various trapping experiments were followed by investigation of the relative reactivities of these ylides vis-a-vis benzaldehyde. A novel effect of some significance, the influence of acidic contaminants (conjugate acids, H2O, etc.) on the structure and reactivity of these compounds, is discussed.
引用
收藏
页码:1929 / 1939
页数:11
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