PEROXIDES OF ELEMENTS OTHER THAN CARBON .15. AUTOXIDATION OF EPIMERIC TRINORBORNYLBORANES

被引:65
作者
DAVIES, AG
ROBERTS, BP
机构
[1] William Ramsay and Ralph Forster Laboratories, University College
来源
JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC | 1969年 / 03期
关键词
D O I
10.1039/j29690000311
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three epimeric mixtures of trinorbornylboranes have been prepared, in which the percentages of exo- and endonorbornyl groups are 99.2 and 0.8%, 66 and 34%, and 14 and 86%, respectively. All three react with oxygen to give norbornylbis(norbornylperoxy)borane containing about 76% exo- and 24% endo-norbornyl-oxygen links, and the reactions are inhibited by galvinoxyl, copper NN-dibutyldithiocarbamate, and phenothiazine. It is proposed that the autoxidations follow a homolytic chain mechanism involving a common norbornyl radical.
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页码:311 / &
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