Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 27, Issue 31, Pages 8159-8167Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202100938
Keywords
carborane; charge transfer; radical; three-coordinate boron; Wade's rules
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Funding
- Julius-Maximilians-Universitat Wurzburg
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A new boron compound was synthesized and characterized, followed by photophysical studies to reveal its emission properties in solution and solid state, showing differences in quantum yield between the two states.
Bis(1-(4-tolyl)-carboran-2-yl)-(4-tolyl)-borane [(1-(4-MeC6H4)-closo-1,2-C2B10H10-2-)(2)(4-MeC6H4)B] (1), a new bis(o-carboranyl)-(R)-borane was synthesised by lithiation of the o-carboranyl precursor and subsequent salt metathesis reaction with (4-tolyl)BBr2. Cyclic voltammetry experiments on 1 show multiple distinct reduction events with a one-electron first reduction. In a selective reduction experiment the corresponding paramagnetic radical anion 1(.-) was isolated and characterized. Single-crystal structure analyses allow an in-depth comparison of 1, 1(.-), their calculated geometries, and the S-1 excited state of 1. Photophysical studies of 1 show a charge transfer (CT) emission with low quantum yield in solution but a strong increase in the solid state. TD-DFT calculations were used to identify transition-relevant orbitals.
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