Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 32, Pages 9198-9202Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201504502
Keywords
boron; cyclic voltammetry; EPR spectroscopy; phosphorus; radicals
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Funding
- Centre National de la Recherche Scientifique (CNRS)
- Universite Paul Sabatier (UPS)
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The P-coordinated boryl radical [Ph2P(naphthyl)BMes](.) (Mes=mesityl) was prepared by (electro)chemical reduction of the corresponding borenium salt or bromoborane. Electron paramagnetic resonance (EPR) analysis in solution and DFT calculations indicate large spin density on boron (60-70%) and strong P-B interactions (PB sigma donation and BP negative hyperconjugation). The radical is persistent in solution and participates in a Gomberg-type dimerization process. The associated quinoid-type dimer has been characterized by single-crystal X-ray diffraction.
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