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An Isolable Radical Anion Based on the Borole Framework
Author(s) -
Braunschweig Holger,
Dyakonov Vladimir,
JimenezHalla J. Oscar C.,
Kraft Katharina,
Krummenacher Ivo,
Radacki Krzysztof,
Sperlich Andreas,
Wahler Johannes
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.201108632
Subject(s) - unpaired electron , delocalized electron , chemistry , boron , electron paramagnetic resonance , electron delocalization , conjugated system , steric effects , ring (chemistry) , photochemistry , crystallography , computational chemistry , radical , stereochemistry , organic chemistry , physics , nuclear magnetic resonance , polymer
Give me five! A new boron‐centered radical anion based on the borole framework is an example of a cyclic, planar, and conjugated π system hosting five electrons. Single‐crystal X‐ray analysis, EPR spectroscopy, and DFT methods indicate that the unpaired spin is delocalized within the borole ring. Despite steric shielding by the mesityl group, the boron atom is still available for radical‐type reactions.