Synthesis and redox properties of a para-borylated phenylxanthenium cation\m{1}

Issue title: In Honor of Alan H. Cowley

Article type: Research Article

Authors: Dorsey, Christopher L. | Gabbaï, François P.

Affiliations: Department of Chemistry, Texas A&M University, College Station, TX, USA

Note: [] Corresponding author. E-mail: [email protected]

Abstract: Reaction of 4-(lithiophenyl)dimesitylborane with xanthone followed by reaction of the resulting alcohol with HBF_{4} affords the cation 1-dimesitylboron-4-(9-xanthylium)-phenylene [1]^{+} as a tetrafluoroborate salt. This salt has been fully characterized and its crystal structure determined. Cation [1]^{+} can be reduced to produce a persistent radical that has been studied by EPR and whose reaction with dioxygen affords a peroxo derivative.

Keywords: Boron, carbocation, redox chemistry

DOI: 10.3233/MGC-2010-0004

Journal: Main Group Chemistry, vol. 9, no. 1-2, pp. 77-85, 2010