NEW HETEROAROMATIC COMPOUNDS .7. CHLORO AND BROMO DERIVATIVES OF 10-HYDROXY-10,9-BORAZAROPHENANTHRENE
NEW HETEROAROMATIC COMPOUNDS .7. CHLORO AND BROMO DERIVATIVES OF 10-HYDROXY-10,9-BORAZAROPHENANTHRENE
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DOI：
10.1021/jo01080a010
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发表时间：
1960-01-01
影响因子：
3.6
通讯作者：
KUBBA, VP
中科院分区：
文献类型：
--
作者：
DEWAR, MJS;KUBBA, VP
10，9-硼氮杂菲的8位亲电取代反应活性最高，其次是6位。事实证明，la和lb的硝化就是这种情况，而la的氯化几乎只产生8-氯衍生物。在这里，我们已经表明，6-和8-位的lb也是最活泼的氯化和溴化。
DISCUSSIONTheory suggests1 that the 8-position in 10, 9-borazarophenanthrene should be the most reactive towards electrophilic substitution, followed closely by the 6-position. This was shown to be the case for nitration of la and lb while chlorination of la gave almostexclusively the 8-chloro derivative. Here we have shown that the 6-and 8-positions of lb are also the most reactive for chlorination and bromination.