Journal of the American Chemical Society p. 3138 - 3145 (1982)
Update date:2022-09-26
Topics:
Chari, Sarangan L.
Chiang, Sheau-Hwa
Jones, Maitland
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.
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