Synthesis and thermal reaction of 1,3-bis(alkylseleno)allenes

被引:12
|
作者
Shimizu, T [1 ]
Miyasaka, D [1 ]
Kamigata, N [1 ]
机构
[1] Tokyo Metropolitan Univ, Grad Sch Sci, Dept Chem, Tokyo 1920397, Japan
关键词
D O I
10.1021/ol0001158
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reactions of Ph2C3 dianion, prepared from 1,3-diphenylpropyne and n-butyllithium, with dimethyl diselenide and benzylselenocyanate yielded 1,3-bis(methylseleno)-1,3-diphenylpropadiene and 1,3-bis(benzylseleno)-1,3-diphenylpropadiene, respectively, and the reaction with a mixture of dimethyl diselenide and benzylselenocyanate gave 1-benzylseleno-3-methylseleno-1,3-diphenylpropadiene together with the symmetric products. Thermal reactions of the 1,3-bis(alkylseleno)allenes afforded (E)- and (Z)-1,3,4,6-tetraphenyl-3-hexene-1,5-diynes along with compounds derived from cyclic dimer of the allene or diselenide via radical pathway.
引用
收藏
页码:1923 / 1925
页数:3
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