87282-21-1Relevant articles and documents
Chlorofluorocarbene: First UV observation of a dihalocarbene in solution
Moss, Robert A.,Tian, Jingzhi,Sauers, Ronald R.,Skalit, Christopher,Krogh-Jespersen, Karsten
, p. 4053 - 4056 (2007)
Chlorofluorocarbene (CICF), generated by laser flash photolysis of chlorofluorodiazirine, absorbs at 368 nm in pentane. Absolute rate constants are reported for CICF additions to several alkenes and pyridine. CICF is less reactive toward alkenes than CCI
The Philicity of Fluorophenoxycarbene
Moss, Robert A.,Kmiecik-Lawrynowicz, Grazyna,Krogh-Jespersen, Karsten
, p. 2168 - 2172 (2007/10/02)
Fluorophenoxycarbene (FCOPh) was generated by thermolysis (50 deg C) of 3-fluoro-3-phenoxydiazirine and added to six alkenes, affording the corresponding cyclopropanes.The substrates and relative reactivities were the following: tetramethylethylene (7.14), trimethylethylene (17.9), isobutene (14.3), 1-hexene (1.00), methyl acrylate (18.7), and acrylonitrile (33.6).The ambiphilic reactivity pattern of FCOPh resembles those of ClCOPh and ClCOMe.An ab anitio study of FCOPh afforded geometries and frontier orbital energies of the cis and trans conformers of the carbene.Both conformers are predicted to be ambiphiles in alkene addition reactions, on the basis of simple frontier molecular orbital considerations