title: Perfluoroalkyl-substituted triazapentadienes and their metal complexes.
abstract: Triazapentadienides, C(3)F(7)-C(=NR)-N=C(NHR)-C(3)F(7), result from the reaction of primary amines RNH(2) with the fluorinated imine C(3)F(7)-CF=N-C(4)F(9). 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(C(3)H(5)), Rh(c-C(8)H(12)), Ir(c-C(8)H(12)), and Rh(CO)(2). The chelates [C(3)F(7)-C(NPh)-N-C(NPh)-C(3)F(7)](2)M, M = Mg, Mn, Fe, Co, Ni, Cu, Zn, and Pd, were prepared. In the crystallographically characterized Co complex, the metal is 3d(7), S = (3)/(2) and tetrahedrally coordinated. Spin densities at carbon in the C(6)H(5) and C(3)F(7) groups were estimated from the (1)H and (19)F contact shifts. Spin delocalization onto phenyl sp(2) carbons is approximately 10 times greater than onto the fluorinated sp(3) carbons.
authors.affiliation: 3M Corporate Research Laboratories, St. Paul, Minnesota 55144, USA. arsiedle@mmm.com
authors.forename: A R
authors.initials: AR
authors.lastname: Siedle
authors.forename: Robert J
authors.initials: RJ
authors.lastname: Webb
authors.forename: Fred E
authors.initials: FE
authors.lastname: Behr
authors.forename: Richard A
authors.initials: RA
authors.lastname: Newmark
authors.forename: David A
authors.initials: DA
authors.lastname: Weil
authors.forename: Kristin
authors.initials: K
authors.lastname: Erickson
authors.forename: Roberta
authors.initials: R
authors.lastname: Naujok
authors.forename: Myles
authors.initials: M
authors.lastname: Brostrom
authors.forename: Mark
authors.initials: M
authors.lastname: Mueller
authors.forename: Shih-Hung
authors.initials: SH
authors.lastname: Chou
authors.forename: Victor G
authors.initials: VG
authors.lastname: Young