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Chemical Reduction and Dimerization of 1‐Chloro‐2,3,4,5‐tetraphenylborole
Author(s) -
Braunschweig Holger,
Chiu ChingWen,
Wahler Johannes,
Radacki Krzysztof,
Kupfer Thomas
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201001556
Subject(s) - chemistry , nucleophile , dimer , cyclopentadienyl complex , chromophore , lewis acids and bases , reduction (mathematics) , crystallography , computational chemistry , photochemistry , organic chemistry , mathematics , catalysis , geometry
As neutral isoelectronic analogues of the elusive cyclopentadienyl cation, boroles have been of interest for their prospective applications as strong Lewis acids, chromophores, and electron acceptors. Recently our group discovered a π‐nucleophilic boryl anion based on the borole system. In an effort to extend borole chemistry, we now report the molecular structure of 1‐chloro‐2,3,4,5‐tetraphenylborole ( 1 ) and its corresponding borole dianion resulting from the two‐electron reduction of 1 with KC 8 . The thermally induced dimerization of 1 yields an unprecedented boracyclohexadiene/borolene spiro‐bicyclic compound and the resulting dimer was fully characterized including a single‐crystal X‐ray analysis.