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Synthesis of Functionalizable Boron‐Containing π‐Electron Materials that Incorporate Formally Aromatic Fused Borepin Rings
Author(s) -
Caruso Anthony,
Siegler Maxime A.,
Tovar John D.
Publication year - 2010
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.201000411
Subject(s) - boron , aromaticity , electron , materials science , combinatorial chemistry , chemistry , polymer chemistry , organic chemistry , physics , molecule , nuclear physics
Not a natty BOH : Borepin‐based extended π‐electron molecules contain bulky substituents that shield the vacant boron p orbitals and allow synthetic manipulation and purification under ambient conditions. These borepin‐containing compounds (see picture; Mes*=1,3,5‐tris( tert ‐butyl)phenyl; B orange, C gray) display reversible cathodic electrochemistry and can be viewed as n‐type analogues to bent acene hydrocarbons.