Skip to main content
placeholder image

An electron spin resonance study of the effect of group IV substituents in cyclopentadienyl radicals

Journal Article


Abstract


  • E.s.r. spectra have been recorded in solution for the substituted cyclopentadienyl radicals X3MC5H4., where X3M = Me3Si, Me2HSi, Me2ClSi, Me2FSi, Ph2ClSi, Cl3Si, Me3Ge, Bu3Ge, Ph2ClGe, and Me3Sn. The spectra can be interpreted in terms of perturbation of the orbitals ��A and ��S which are degenerate in the C5H5. radical. This allows the substituents to be placed in the following sequence regarding their electronic interactions, compared with that of hydrogen, with the ��S MO of the cyclopentadienyl ��-system: electron repelling, Me3C ��� Bu3Ge ��� Me3Ge > H; electron attracting, H < Me3Sn < Me3Si < Me2HSi < Me2ClSi < Ph2ClGe < Me 2FSi < Ph2ClSi < Cl3Si.

Publication Date


  • 1982

Citation


  • Barker, P. J., Davies, A. G., Henriquez, R., & Nedelec, J. Y. (1982). An electron spin resonance study of the effect of group IV substituents in cyclopentadienyl radicals. Journal of the Chemical Society, Perkin Transactions 2, (6), 745-750. doi:10.1039/p29820000745

Scopus Eid


  • 2-s2.0-37049093685

Start Page


  • 745

End Page


  • 750

Volume


Issue


  • 6

Place Of Publication


Abstract


  • E.s.r. spectra have been recorded in solution for the substituted cyclopentadienyl radicals X3MC5H4., where X3M = Me3Si, Me2HSi, Me2ClSi, Me2FSi, Ph2ClSi, Cl3Si, Me3Ge, Bu3Ge, Ph2ClGe, and Me3Sn. The spectra can be interpreted in terms of perturbation of the orbitals ��A and ��S which are degenerate in the C5H5. radical. This allows the substituents to be placed in the following sequence regarding their electronic interactions, compared with that of hydrogen, with the ��S MO of the cyclopentadienyl ��-system: electron repelling, Me3C ��� Bu3Ge ��� Me3Ge > H; electron attracting, H < Me3Sn < Me3Si < Me2HSi < Me2ClSi < Ph2ClGe < Me 2FSi < Ph2ClSi < Cl3Si.

Publication Date


  • 1982

Citation


  • Barker, P. J., Davies, A. G., Henriquez, R., & Nedelec, J. Y. (1982). An electron spin resonance study of the effect of group IV substituents in cyclopentadienyl radicals. Journal of the Chemical Society, Perkin Transactions 2, (6), 745-750. doi:10.1039/p29820000745

Scopus Eid


  • 2-s2.0-37049093685

Start Page


  • 745

End Page


  • 750

Volume


Issue


  • 6

Place Of Publication