SIOC OpenIR  > 金属有机化学国家重点实验室
Mechanistic Insights into the Pd-Catalyzed Intermolecular Asymmetric Allylic Dearomatization of Multisubstituted Pyrroles: Understanding the Remarkable Regio- and Enantioselectivity
Alternative Title钯催化多取代吡咯的分子间不对称烯丙基去芳构化的机理考察: 理解反应优异的区域选择性与对映选择性
Zheng C(郑超); Zhuo CX(卓春祥); You SL(游书力)
2014
Source PublicationJ. Am. Chem. Soc.
Volume136Issue:46Pages:16251-16259
AbstractIn this article we report a comprehensive density functional theory study on the Pd-catalyzed intermolecular asymmetric allylic dearomatization reactions of multisubstituted pyrroles. The calculated results are in line with the previous experimental observations (J. Am. Chem. Soc. 2014, 136, 6590), and the remarkable regio- and enantioselectivity are well explained. Of all the potential nudeophilic sites around the multisubstituted pyrrole ring, the reaction always occurs at the position where the HOMO of the molecule distributes most significantly. In contrast to the common view on the enantioselectivity of the Pd-catalyzed asymmetric allylic substitution reactions, we find that the steric interaction between the nucleophile and the chiral ligand does not have the dominating effect on the enantioselectivity of the reaction. Instead, the interaction between the allyl moiety and the incoming nucleophile plays an important role in the enantioselectivity-determining process.
Subject Area金属有机化学
DOI10.1021/ja5080135
URL查看原文
Indexed BySCI
Language英语
Citation statistics
Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/39130
Collection金属有机化学国家重点实验室
Corresponding AuthorZheng C(郑超); You SL(游书力)
Affiliation中科院上海有机化学研究所
Recommended Citation
GB/T 7714
Zheng C,Zhuo CX,You SL. Mechanistic Insights into the Pd-Catalyzed Intermolecular Asymmetric Allylic Dearomatization of Multisubstituted Pyrroles: Understanding the Remarkable Regio- and Enantioselectivity[J]. J. Am. Chem. Soc.,2014,136(46):16251-16259.
APA 郑超,卓春祥,&游书力.(2014).Mechanistic Insights into the Pd-Catalyzed Intermolecular Asymmetric Allylic Dearomatization of Multisubstituted Pyrroles: Understanding the Remarkable Regio- and Enantioselectivity.J. Am. Chem. Soc.,136(46),16251-16259.
MLA 郑超,et al."Mechanistic Insights into the Pd-Catalyzed Intermolecular Asymmetric Allylic Dearomatization of Multisubstituted Pyrroles: Understanding the Remarkable Regio- and Enantioselectivity".J. Am. Chem. Soc. 136.46(2014):16251-16259.
Files in This Item:
There are no files associated with this item.
Related Services
Recommend this item
Bookmark
Usage statistics
Export to Endnote
Google Scholar
Similar articles in Google Scholar
[郑超]'s Articles
[卓春祥]'s Articles
[游书力]'s Articles
Baidu academic
Similar articles in Baidu academic
[郑超]'s Articles
[卓春祥]'s Articles
[游书力]'s Articles
Bing Scholar
Similar articles in Bing Scholar
[郑超]'s Articles
[卓春祥]'s Articles
[游书力]'s Articles
Terms of Use
No data!
Social Bookmark/Share
All comments (0)
No comment.
 

Items in the repository are protected by copyright, with all rights reserved, unless otherwise indicated.