DI-T-BUTYLCYCLOPROPENONE AND SUBSTITUTED DI-T-BUTYLCYCLOPROPENYL CATIONS

被引:86
作者
CIABATTONI, J
NATHAN, EC
机构
[1] Metcalf Research Laboratories, Brown University, Providence
关键词
D O I
10.1021/ja01045a031
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Di-t-butylcyclopropenone (1) has been synthesized and its chemistry investigated. Pyrolysis or photolysis afforded di-t-butylacetylene. Condensation of 1 with malononitrile and ethyl cyanoacetate generated the triafulvenes 2 and 3, respectively. Substituted di-t-butylcyclopropenyl cations 5 including the tri-t-butylcyclopropenyl cation (5a) have been prepared via the reaction of 1 with organolithium reagents. The pKR+ values of these cations have been determined by potentiometric titration and are discussed. Some reactions of cation 5a are described. © 1969, American Chemical Society. All rights reserved.
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页码:4766 / +
页数:1
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