Klaus Schaller

Bis(4-fluorophenyl)methyl(1H-1,2,4-triazol-1-yl-methyl)-germane, a germanium analogue of the agricultural fungicide flusilazole: Synthesis and biol

Abstract Bis(4-fluorophenyl)methyl(1 H -1,2,4-triazol-1-yl-methyl)germane ( 2 ), a germanium analogue of the agricultural fungicide flusilazole ( 1 ), has been synthesized from Cl 3 GeCH 2 Cl ( 3 ) by both a three-step and a four-step synthesis ( 3 → ( p -F-C 6 H 4 ) 2 Ge(CH 2 Cl)Br ( 4 ) → ( p -F-C 6 H 4 ) 2 Ge (CH 2 Cl)CH 3 ( 5 ) → 2 ; 5 → ( p -F-C 6 H 4 ) 2 Ge(CH 2 I)CH 3 ( 6 ) → 2 ). The fungicidal properties of 2 have been compared with those of the parent silicon compound 1 (studies on Si/Ge bioisosterism). In various test systems, the Si/Ge analogues 1 and 2 showed comparable fungicidal properties (in activity against plant pathogenic fungi: in ag