Ramesh C. Munjal

Intermolecular additions of cyclobutylchlorocarbene

Abstract Cyclobutylchlorocarbene can be intercepted by simple alkenes in successful competition with intramolecular ring expansion and hydride migration reactions.

Differentiation of electrophilic and ambiphilic carbenes

Abstract Comparative selectivities toward alkenes of CH3CCl, CCl2, and CH3OCCl establish the former two carbenes as electrophiles; the latter is an ambiphile.

The tricyclopropylcyclopropenyl cation

Abstract The preparation and properties of the tricyclopropylcyclopropenyl cation are described.

The philicity of a triplet carbene: additions of diphenylcarbene to styrene substrates

Abstract Triplet diphenylcarbene adds to ring-substituted styrenes as an ambiphile, reacting more rapidly with electron-rich or electron-poor styrenes than with styrene itself.

Stereoselectivity of cyclopropylchlorocarbene

Abstract Cyclopropylchlorocarbene adds to cis -butene (25°) with a 4.6:1 preference for the syn Cl— anti -cyclopropyl mode of addition, more than twice the stereoselectivity of phenylchlorocarbene in the analogous reaction.

Interception of alkylchlorocarbenes

Ethylchloro-, isopropylchloro-, and t-butylchloro-carbenes have been generated by photolysis of the corresponding 3-alkyl-3-chlorodiazirines and added to several alkenes; the partition between intermolecular interception and intramolecular liquidation of the carbenes was mainly dependent on the structure of the carbenic alkyl groups.