Reactivity in cleavage of dimethoxybenzenes by sodium in liquid ammonia

被引:6
作者
Bunnett, JF
Jenvey, J
机构
[1] Thimann Laboratories, University of California, Santa Cruz
关键词
D O I
10.1021/jo960148u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The sodium/liquid ammonia cleavage of the dimethoxybenzenes and related substances, reported in large part by Birch in 1947, has been re-examined with use of improved techniques. Remarkable patterns of reactivity (e.g., ortho > meta much greater than para) that he described are confirmed and extended. They are agreeably rationalized by means of a simple, approximate adaptation from MO theory.
引用
收藏
页码:8069 / 8073
页数:5
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