Dipole moments of C derivatives of o-, m-, and p-carboranes

Four Decades of Organic Chemistry of closo-Boranes: A Synthetic Toolbox for Constructing Liquid Crystal Materials. A Review

“…The C-halogenation reaction is highly efficient 85,103,117 and occasionally observed as an undesired processes (vide supra). The C-I compounds have limited synthetic utility (vide infra) 118 while the C-F and C-Cl compounds may be used to increase molecular dipole moments 119 and to introduce axial chirality in 2,9-disubstituted meta-carboranes. All C-halogen derivatives are susceptible to base-induced dehalogenation.…”