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题名: Theoretical study of the regioselectivity of the Huisgen reaction
作者: Chen, Gang1, 2; Yang, Jing1; Gao, Suo1; Zhang, Yu1; null(郝小江)1
刊名: RESEARCH ON CHEMICAL INTERMEDIATES
关键词: Huisgen reaction ; Regioselectivity ; Regioisomer ; pi-pi Stacking ; Theoretical study
英文摘要: From the structure of a series of spiro (pyrrolidine-2,3'-oxindole) derivatives synthesized by Huisgen reaction of isatin, alpha-amino acids, and different olefins, different regioselectivities were found. The possible mechanism of the Huisgen reaction of oxindole azomethine ylide and the substituent of olefins was investigated using a B3LYP/6-311G* level of theory, and the results show that the regioselection depends on the energy barrier between the stacking state and the regioisomer. This mechanism can also be applied to the illumination of other Huisgen reactions.
出版日期: 2013-03-01
卷号: 39, 期号:3, 页码:1245-1250
语种: 英语
收录类别: SCI
学科分类: Chemistry
ISSN号: 0922-6168
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.kib.ac.cn/handle/151853/16419
Appears in Collections:植物化学与西部植物资源持续利用国家重点实验室_期刊论文

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作者单位: 1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China
2.Xian Shiyou Univ, Coll Chem & Chem Engn, Xian 710065, Shaanxi, Peoples R China

Recommended Citation:
Chen, Gang; Yang, Jing; Gao, Suo; Zhang, Yu; Hao, Xiao-jiang.Theoretical study of the regioselectivity of the Huisgen reaction,RESEARCH ON CHEMICAL INTERMEDIATES,2013,39(3):1245-1250
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