Unusual photorearrangements of 9,10-disubstituted triptycene-1,4-quinone derivatives

被引:6
作者
Borecka, B [1 ]
Gamlin, JN [1 ]
Gudmundsdottir, AD [1 ]
Olovsson, G [1 ]
Scheffer, JR [1 ]
Trotter, J [1 ]
机构
[1] UNIV BRITISH COLUMBIA, DEPT CHEM, VANCOUVER, BC V6T 1Z1, CANADA
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1016/0040-4039(96)00231-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In contrast to triptycene-1,4-quinone (1a), which forms exclusively a di-pi-methane type product when irradiated in acetonitrile, photolysis of the 9,10-dialkyl-substituted triptycene quinones 1b and 1c leads to carbene-derived as well as hydrogen atom abstraction-derived photoproducts. Mechanistic schemes that are capable of rationalizing the results on stereoelectronic grounds are presented and discussed.
引用
收藏
页码:2121 / 2124
页数:4
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