Addition of o- and m-carboranylcarbene to olefins takes place in a largely stereospecific fashion. In the addition to cis olefins, it is the anti isomer that predominates. Insertion into carbon-hydrogen bonds occurs with a secondary/primary selectivity ratio of 3.0. (Methyl-o-carboranyl)carbene behaves like tolylcarbene in intramolecular reactions. It yields vinyl-o-carborane and the carborane analogue of benzocyclobutene. (Methyl-m-carboranyl)carbene does not give vinyl-m-carborane.
All Science Journal Classification (ASJC) codes
- Colloid and Surface Chemistry