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Incorporation of Boron in the Walls of an “All‐Carbon” Cyclophane: A Novel Approach to Lewis Acidic Macrocycles
Author(s) -
Gabbaï François P.
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.201201660
Subject(s) - cyclophane , chemistry , boron , calixarene , ring (chemistry) , nucleophile , stereochemistry , crystallography , organic chemistry , crystal structure , molecule , catalysis
A p‐doped conjugated cyclophane! The six boron atoms of the bora‐cyclophane (see picture) recently reported by Chen and Jäkle team up to impart a set of unique properties to this novel macrocycle. In particular, this macrocycle undergoes six consecutive reversible reductions to afford the hexaanion. It also binds up to six small nucleophilic anions, a process that quenches the fluorescence of the ring and changes its character to electron‐rich.