POLAR SUBSTITUENT EFFECTS IN 1,3-DISUBSTITUTED BICYCLO[1.1.1]PENTANES
POLAR SUBSTITUENT EFFECTS IN 1,3-DISUBSTITUTED BICYCLO[1.1.1]PENTANES
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DOI：
10.1021/jo00146a031
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发表时间：
1982-01-01
影响因子：
3.6
通讯作者：
WHEELER, JW
中科院分区：
文献类型：
--
作者：
APPLEQUIST, DE;RENKEN, TL;WHEELER, JW
八个3-取代双环[1.1. 1]已经测量了戊烷羧酸并发现其与常数良好相关。（2.23±0.12）的值很大，但还不足以表明桥头碳的近距离（约1.88 Ω）对正常场感应效应的任何特殊扰动。测定了3种3-取代1-（2-羟基-2-丙基）双环[1.1]对硝基苯甲酸酯的溶剂解产物和溶剂解速率。1]戊烷产物主要是未重排的，并且速率再次显示没有令人惊讶的取代基效应。1，3-二取代双环[1.1. 1]已经开发并描述了戊烷。
The pAa’s of eight 3-substituted bicyclo [1.1. 1] pentanecarboxylic acids have been measured and found to correlate well with constants. The value of (2.23±0.12) is large but not large enough to propose any special perturbation of normal field-inductive effects by the close proximity (about 1.88 Á) of the bridgehead carbons. Also determined were the products and rates of solvolyses of the p-nitrobenzoates of three 3-substituted l-(2-hydroxy-2-propyl) bicyclo [1.1. 1] pentanes. The products were primarily unrearranged, and the rates again showed no surprising substituent effects. A practical synthesis of 1, 3-disubstituted bicy clo [1.1. 1] pentanes has been developed and is described.