Pyridine and benzonitrile adducts of bis(4-nonafluorobiphenyl)zinc

Martin, Eddy, Clegg, William, Harrington, Ross W., Hughes, David L., Hursthouse, Michael B., Male, Louise and Lancaster, Simon J. (2010) Pyridine and benzonitrile adducts of bis(4-nonafluorobiphenyl)zinc. Polyhedron, 29 (1), 405-413. (doi:10.1016/j.poly.2009.06.018).

Abstract

Treatment of (Ar(F)')(2)Zn(OEt(2))(2) (Ar(F)' = 4-C(6)F(5)C(6)F(4)) with 2 equiv. of benzonitrile, 4-(phenyl)benzonitrile, 4(pyrrolyl)benzonitrile, pyridine, 4-(phenyl)pyridine or 4-(pyrrolyl)pyridine in dichloromethane afforded the corresponding adducts (Ar(F)')(2)ZnL(2) in near quantitative yield. The 2,2'-bipyridine adduct was prepared similarly. Multinuclear NMR spectroscopy indicated that zinc's four-coordinate character was maintained in solution. The pyridine complex crystallized from dichloromethane with a solid-state structure free of face-to-face aryl-aryl interactions. In contrast, the 4-(pyrrolyl)pyridine adduct crystallized from both dichloromethane and 1,2-difluorobenzene, with solvent of crystallization, but otherwise essentially identical supramolecular architectures assembled through aryl-aryl synthons, including a face-to-face pentafluorophenyl-pyrrole interaction

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