Síntese, caracterização e atividade antifúngica contra Botrytis cinerea de complexos de zinco e níquel com N- naftilsulfonilditiocarbimatos e N-naftilsulfoniltritiocarbimatos

• Autor(a) principal: Wetler, Emiliana Bortoloti
• Data de Publicação: 2013
• Tipo de documento: Dissertação
• Idioma: por
• Título da fonte: LOCUS Repositório Institucional da UFV
• Texto Completo: http://locus.ufv.br/handle/123456789/2159
• topic: Complexos de zinco e níquel; Ditiocarbimatos; Tritiocarbimatos; Fungicidas; Complexes of zinc and nickel; Dithiocarbimates; Tritiocarbimates; Fungicides; CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA INORGANICA

This work describes the syntheses and characterization of fourteen new compounds derived from sulfonamides: Two potassium dithiocarbimates, three salts of zinc(II) complexes with dithiocarbimates, three salts of nickel(II) complexes with dithiocarbimates, three salts of zinc(II) complexes with trithiocarbimates and three salts of nickel(II) mixed complexes with dithiocarbimates and trithiocarbimates. In addition, the antifungal activity of the zinc(II) and nickel(II) complexes were tested against Botrytis cinerea by the Poison Food technique. The new compounds were characterized by elemental analysis of C, H and N, nuclear magnetic resonance, infrared and ultraviolet- visible spectroscopies, and hi-resolution mass spectrometry. The complexes were further analyzed by atomic absorption for the determination of Zn and Ni. The 2-naphthalenesulfonamide is commercially available, and the 1- naphthalenesulfonamide was prepared from 1-naphthylsulfonyl chloride with and excess of concentrated ammonia solution. The potassium dithiocarbimates were obtained by the reaction of the corresponding sulfonamides with carbon disulfide and potassium hydroxide. The potassium dithiocarbimates reacted with zinc acetate or nickel sulfate and tetrabutylammonium bromide yielding the compounds with the general formulae: (Bu4N)2[M(RSO2N=CS2)2], where M = Zn or Ni, R = 1-naphthyl or 2-naphthyl). Analogous complexes with 1- naphthyldithiocarbimate were also obtained as tetraphenylphosphonium salts: (PPh4)2[M(RSO2N=CS2)2]. The zinc bisdithiocarbimate complexes reacted with yielding the tetraphenylphosphonium or tetrabutylammonium salts of zinc trithiocarbimates, [Zn(RSO2N=CS3)2]2-. Mixed nickel complexes with dithiocarbimates and trithiocarbimates, (PPh4)2[Ni(RSO2N=CS2)(RSO2N=CS3)] and (Bu4N)2[Ni(RSO2N=CS2)(RSO2N=CS3), were obtained from the zinc trithiocarbimates in reaction with nickel(II) sulfate. All new complexes were xiii active against B. cinerea, some of them being more active than the zinc diethyldithiocarbamate (Ziram).