Degenerate rearrangement of long-lived 9-cyclopropyl-9,10-dimethyl-9,10-dihydrophenanthren-9-ylium: Migration of cyclopropyl group

被引：7
|
作者：
Genaev, A. M. [1 ]
Sal'nikov, G. E. [1 ]
Shubin, V. G. [1 ]
机构：
[1] Russian Acad Sci, Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Div, Novosibirsk 630090, Russia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 46卷 / 03期
基金：
俄罗斯基础研究基金会;
关键词：
PHENANTHRENONIUM IONS; CARBONIUM-IONS; ARYL GROUPS; 1,2-SHIFT; MODEL; CATIONS; ABILITY; ATOM;
D O I：
10.1134/S1070428010030012
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Dynamic NMR study showed that long-lived 9-cyclopropyl-9,10-dimethyl-9,10-dihydrophenanthren-9-yl cation generated from 9-cyclopropyl-9,10-dimethyl-9,10-dihydrophenanthren-9-ol in HSO(3)F-SO(2)ClF-CD(2)Cl(2) at -100 to -75A degrees C undergoes fast degenerate 1,2-shift of the cyclopropyl group. The Arrhenius parameters for this process were determined: E (a) = 33.7 kJ/mol, log A = 13.0.
引用
收藏
页码：311 / 317
页数：7
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