Synthese von fungicid wirksamen (1<i>H</i>‐1,2,4‐Triazol‐1‐yl‐methyl)silanen und ‐siloxanen

Abstract

Synthesis of Fungicidal (1 H ‐1,2,4‐Triazol‐1‐yl‐methyl)silanes and ‐siloxanes The synthesis of Flusilazole TM ( 1a ) was substantially improved by thorough exclusion of oxygen nucleophiles in the reaction of (chloromethyl)bis(4‐fluorophenyl)methylsilane with sodium 1 H ‐1,2,4‐triazolide. New α,α‐diaryl‐α‐(1 H ‐1,2,4‐triazol‐1‐yl‐methyl)siloxanes 3 were obtained firstly from diaryl(1 H ‐1,2,4‐triazol‐1‐yl‐methyl)silanols or ‐silanolates, which were prepared by different methods from the corresponding silanol hydrochlorides and further treated with functional, linear oligodimethylsiloxanes or secondly from α,α‐diaryl‐α‐(chloromethyl)siloxanes and 1‐(trimethylsilyl)‐1 H ‐1,2,4‐triazole. The siloxane 4 containing a triazolylmethyl group and additionally silicofunctional coupling groups could be synthesized by hydrosilylation of an α‐triazolylmethyl‐ω‐vinylsiloxane with triethoxysilane. magnified image