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Is the reaction sequence in phosphine-catalyzed [8+2] cycloaddition controlled by electrophilicity?

Authors :
Lin, Wen-Xuan
Pei, Zhuolin
Gong, Cunxi
Mo, Huilin
Yang, Kai
Qu, Ling-Bo
Wei, Donghui
Song, Jin-Shuai
Li, Shi-Jun
Lan, Yu
Source :
Chemical Communications; 1/18/2021, Vol. 57 Issue 6, p761-764, 4p
Publication Year :
2021

Abstract

In the presence of multiple electrophiles, the reaction sequence is a critical mechanistic problem. Here, we report a theoretical study on the mechanism of phosphine-catalyzed [8+2] cycloaddition of heptafulvenes and allenoate. DFT calculations showed that electrophilicity is the barrier for nucleophilic attack, while it fails in the prediction of priority. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
13597345
Volume :
57
Issue :
6
Database :
Complementary Index
Journal :
Chemical Communications
Publication Type :
Academic Journal
Accession number :
148302835
Full Text :
https://doi.org/10.1039/d0cc07370a