Perfluoroalkyl-substituted triazapentadienes and their metal complexes

A. R. Siedle, Robert J. Webb, Fred E. Behr, Richard A. Newmark, David A. Weil, Kristin Erickson, Roberta Naujok, Myles Brostrom, Mark Mueller, Shih Hung Chou, Victor G. Young

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49 Scopus citations


Triazapentadienides, C3F7-C(=NR)-N=C(NHR)-C3F7, result from the reaction of primary amines RNH2 with the fluorinated imine C3F7-CF=N-C4F9. The aniline derivative (R = Ph) is a weak monoprotic acid in dmso. Its conjugate base exhibits an extensive coordination chemistry. It acts as a bidentate ligand toward the molecular fragments Pd(C3H5), Rh(c-C8H12), Ir(c-C8H12), and Rh-(CO)2. The chelates [C3F7-C(NPh)-N-C (NPh)-C3F7]2M, M = Mg, Mn, Fe, Co, Ni, Cu, Zn, and Pd, were prepared. In the crystallographically characterized Co complex, the metal is 3d7, S = 3/2 and tetrahedrally coordinated. Spin densities at carbon in the C6H5 and C3F7 groups were estimated from the 1H and 19F contact shifts. Spin delocalization onto phenyl sp2 carbons is ∼10 times greater than onto the fluorinated sp3 carbons.

Original languageEnglish (US)
Pages (from-to)932-934
Number of pages3
JournalInorganic chemistry
Issue number4
StatePublished - Feb 24 2003


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