Synthesis, Structure, and Fungicidal Activity of Organotin Dithiocarbamates Derived from Pyridinamines and Aryl Diamines

A reaction of N-benzylpyridinamines with n-BuLi, followed by a reaction with CS2 and R3SnCl or R2SnCl2 (R = n-Bu, PhCH2, or Ph) gave a series of mononuclear organotin dithiocarbamates. A similar reaction of N,N'-bis(benzyl)-1,3-benzenediamine and N,N'-bis(benzyl)-2,6-pyridinediamine afforded dinuclear and macrocyclic organotin dithiocarbamates. All of these complexes were characterized by elemental analysis, IR, and multinuclear NMR (1H, 13C, and 119Sn). Their structures have been confirmed by the X-ray single crystal diffraction analysis, suggesting the dithiocarbamate groups acted as anisobidentate chelating ligands in these complexes. The primary fungicidal activity of these complexes was tested in vitro, showing that most complexes displayed good antifungal activity to Sclerotinia sclerotiorum.