Radical ions. Part X. Electron-rich alkyl olefins and their radical cations

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Tetrahedron Letters, (1977)
DOI: 10.1016/S0040-4039(01)83759-X


Trimethylsilylation of (Z)-(CH2:CMe)2, (BrCH2)2C:C(CH2Br)2, and p-(Me3Si)2C6H4 gave Me3SiCH2CMe:CMeCH2SiMe3 (I) (Me3SiCH2)2C:C(CH2SiMe3)2 (II), and 3,3,6,6-tetrakis(trimethylsilyl)-1,4-cyclohexadiene (III), resp. The first vertical ionization potentials for I-III were 7.70, 7.15, and 7.00 eV, resp. The radical cations of I-III were generated by 1-electron oxidn. with AlCl3 in CH2Cl2 and their ESR spectra detd. There is extensive spin delocalization on to the silyl substituents in the radical cations. on SciFinder(R)



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