Collect. Czech. Chem. Commun. 2009, 74, 419-431
Published online 2009-02-28 16:03:38

Improved synthesis of [closo-1-CB9H10] anion and new C-substituted derivatives

Bryan Ringstranda,b,*, Devon Batemana, Richard K. Shoemakerc and Zbyněk Janoušeka,*

a Institute of Inorganic Chemistry, Academy of Sciences of the Czech Republic, v.v.i., CZ-250 68 Řež, Czech Republic
b On leave from Organic Materials Research Group, Department of Chemistry, Vanderbilt University, Nashville, TN 37235, USA
c Department of Chemistry and Biochemistry, University of Colorado at Boulder, Boulder, CO 80309, USA


The Brellochs method was utilized to gain access to the [closo-1-CB9H10] anion (1). Previous work describing the details of the synthesis of 1 via the [closo-2-CB9H10] anion (2) was brief and insufficient. Therefore, we report an optimized procedure for the synthesis of 1, the preparation of the unknown C-halogenated series using N-halosuccinimides and bis(benzenesulfonyl)fluoroamine, and the unknown C-methylated product using CH3I. NMR properties and regularities within the series were also investigated.

Keywords: Boranes; Carboranes; Monocarbaborane anions; Weakly coordinating and low nucleophilic anions; Brellochs Reaction; Halogenations; Methylations.

References: 28 live references.