Journal
ORGANOMETALLICS
Volume 29, Issue 13, Pages 3019-3026Publisher
AMER CHEMICAL SOC
DOI: 10.1021/om100302g
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Funding
- ACS Petroleum Research Fund [46754-GB3]
- National Science Foundation Major Research Instrumentation program [CHE-0819686]
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A series of four meta-phenylene-bridged bis-benzimidazolium chlorides were synthesized as precursors to rigid, monoanionic, CCC-pincer N-heterocyclic carbene ligands. For ligands with mesityl, 3,5-xylyl, or 3,5-di-tert-butylphenyl side groups, reaction with [Ir(1,5-cyclooctadiene)Cl](2) in acetonitrile with either excess triethylamine or stoichiometric cesium fluoride as base gave neutral, iridium(III) pincer complexes of the formula Ir(CCC)HCl(MeCN), which were purified by chromatography on silica gel. Metalation failed under these conditions for a 2,6-diisopropylphenyl-substituted derivative. In combination with NaO'Bu, these complexes form active catalysts for the acceptorless dehydrogenation of cyclooctane and for arene C-H borylation in neat arene solvent.
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