Theoretical Study of the Iodine-catalyzed Nucleophilic Addition by Halogen Bond
Theoretical Study of the Iodine-catalyzed Nucleophilic Addition by Halogen Bond作者机构:College of Biology and Environment Engineering of Zhejiang Shuren University
出 版 物:《Chinese Journal of Structural Chemistry》 (结构化学(英文))
年 卷 期:2007年第26卷第10期
页 面:1189-1195页
核心收录:
学科分类:081705[工学-工业催化] 08[工学] 0817[工学-化学工程与技术]
基 金:the Natural Science Foundation of Zhejiang Province (Y406374)
主 题:halogen bond catalytic effect nueleophilie addition density functional theory
摘 要:The iodine-catalyzed nucleophilic addition of pyrrole to acetone has been studied by density functional theory at the level of Lanl2DZ*. It has been shown that the first iodine molecule appears to have a remarkable catalytic effect on this reaction by halogen bond between carbonyl oxygen and iodine molecule, but the second one does not improve the reaction largely. In general, the nucleophilic addition at the C(2) site of pyrrole is more favorable than that at the C(3) site; however, this trend is not prominent or even changed in acetronitrile solvent for the indole system, which is consistent with the experimental result by Bandgar.