Photolysis of 1,1,1-triarylalk-2-enes and 1,1,1-triarylhept-2-ynes. A novel generation of aryl(alk-1-enyl)carbenes and aryl(alk-1-ynyl)carbenes
Abstract
Upon UV irradiation in methanol, 1,1,1-triarylhept-2-ynes underwent an α,α-elimination of two aryl groups to give a biaryl and the corresponding carbene which reacted with methanol to give a 1-aryl-1-methoxyhept-2-yne. 1,1,1-Triphenylalk-2-enes underwent α,α-elimination of two phenyl groups and also elimination of an alkene and a phenyl group to give biphenyl and a 1-phenylalkene respectively. In both cases, the corresponding carbenes were formed and were isolated as methanol insertion products (a 1-methoxy-1-phenylalk-2-ene and diphenylmethyl methyl ether, respectively). A rearrangement product, a 1,1,2-triphenylcyclopropane, was also formed.
Please wait while we load your content...
