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Modulating the Lewis Acidity of Boron Using a Photoswitch
Author(s) -
Lemieux Vincent,
Spantulescu M. Daniel,
Baldridge Kim K.,
Branda Neil R.
Publication year - 2008
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.200800869
Subject(s) - photoswitch , delocalized electron , lewis acids and bases , boron , electron , chemistry , photochemistry , organic chemistry , physics , quantum mechanics , catalysis
Light turns the Lewis acid on : The Lewis acidity of a boron atom integrated into a cyclic dithienylethene photoswitch is modulated by light: 1 a has low Lewis acidity since the p orbital of the boron center is partially occupied by delocalized π electrons, whereas the rearrangement of the π electrons in 1 b reduces the electron density at the boron center and turns the Lewis acid “on”.