Phenoxychlorocarbene (PhOCCl) was generated by thermolysis (25 “C) of 3-chloro-3- phenoxydiazirine and added to six alkenes, affording the corresponding cyclopropanes. The substrates and (relative) reactivities were tetramethylethylene (3.0), isobutene (7.3), tram-2- pentene (1.00), 1-hexene (0.36), methyl acrylate (3.7), and acrylonitrile (5.5). The ambiphilic reactivity pattem of PhOCCl resembles that of MeOCCl but stands in contrast to the ...
