2,3-DISILAOXETANES FROM TETRAMESITYLDISILENE - SYNTHESIS AND PHOTOLYSIS

被引:29
作者
FANTA, AD [1 ]
DEYOUNG, DJ [1 ]
BELZNER, J [1 ]
WEST, R [1 ]
机构
[1] UNIV WISCONSIN,DEPT CHEM,MADISON,WI 53706
关键词
D O I
10.1021/om00056a015
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Tetramesityldisilene (1) reacts with acetone, 3-pentanone, 2,4-dimethyl-3-pentanone, benzophenone, butyraldehyde, benzaldehyde, tetraphenylcyclopentadienone, acrolein, methyl vinyl ketone, and ethyl vinyl ketone by [2 + 2] cycloaddition to the carbonyl group, yielding 2a-j. Methyl furoate reacts similarly to give 6, but other esters do not react with 1. Photolysis of 2a,b,d in the presence of ethanol gives trapped products corresponding to silenes 8a,b,d and silanone 7, which are postulated to arise from retro-[2 + 2] cleavage of the oxetane ring. Photolysis of 2a without the presence of a trapping agent also leads to cleavage of the ring, producing allylsilane 11 and allyldisiloxane 13.
引用
收藏
页码:3466 / 3470
页数:5
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