Mechanism of skeletal reorganization of 1,6-enynes catalyzed by GaCl3

被引：4
|
作者：
Xu, KL
Wu, Y
Xie, DQ [1 ]
Yan, GS
机构：
[1] Sichuan Univ, Dept Chem, Chengdu 610064, Peoples R China
[2] Nanjing Univ, Dept Chem, Inst Theoret & Computat Chem, Nanjing 210093, Peoples R China
来源：
CHINESE SCIENCE BULLETIN | 2004年 / 49卷 / 09期
基金：
中国国家自然科学基金; 高等学校博士学科点专项科研基金;
关键词：
1,6-enyne; GaCl3; B3LYP;
D O I：
10.1360/03wb0159
中图分类号：
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号：
07 ; 0710 ; 09 ;
摘要：
The mechanism of skeletal reorganization of 1,6-enynes catalyzed by GaCl3 has been studied with the density functional method at the B3LYP/6-31G* level. The structures and energies of the stationary points were calculated to identify the activation barriers. The transition states were testified with vibration analysis and IRC calculations. The results of calculation show that the conversion of 1,6-enynes is a step-wise reaction. The whole reaction process is formation and migration of three-membered cycle involving a three-center and two-electron (3c-2e) bond. High stereoselectivity of the reaction is in good agreement with experimental results.
引用
收藏
页码：883 / 885
页数：3
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