Phenoxychlorocarbene, a second ambiphile

…, W Guo, K Krogh-Jespersen

Index: Moss, Robert A.; Perez, Leon A.; Wlostowska, Joanna; Guo, Wenjeng; Krogh-Jespersen, Karsten Journal of Organic Chemistry, 1982 , vol. 47, # 22 p. 4177 - 4180

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Citation Number: 35

Abstract

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 ...