Premium
Gold for the Generation and Control of Fluxional Barbaralyl Cations
Author(s) -
McGonigal Paul R.,
de León Claudia,
Wang Yahui,
Homs Anna,
SolorioAlvarado César R.,
Echavarren Antonio M.
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201207682
Subject(s) - degenerate energy levels , chemistry , control (management) , catalysis , stereochemistry , physics , organic chemistry , computer science , quantum mechanics , artificial intelligence
The frog prince with his two identities pales in comparison with the shape‐shifting barbaralyl cation, which exists as a mixture of 181 400 degenerate forms. Gold‐catalyzed cycloisomerizations of 7‐alkynyl cyclohepta‐1,3,5‐trienes were found to proceed via fluxional barbaralyl intermediates (see scheme). The evolution of the intermediates into 1‐ or 2‐substituted indenes could be controlled by the choice of gold complex.