3-Alkylidenethiagermiranes

Article abstract of DOI:10.1021/om00108a016

Dimethyl- and diphenylgermylenes react with di-tert-butylthioketene to give 4-alkylidene-1,2,3-thiadigermetanes 2 and 4, the products of the insertion of germylenes into 3-alkylidenethiagermiranes. Dimesitylgermylene generated by the thermolysis of hexamesitylcyclotrigermane (12) at 80°C reacts with di-tert-butylthioketene to produce a stable 3-alkylidenethiagermirane, 13. Photolysis of 13 produces dimesitylgermylene and di-tert-butylthioketene via germathiocarbonyl ylide 17, which is intensely blue in color with a maximum band at 580 nm. 13 reacts with dimethylgermylene to yield the corresponding 4-alkylidene-1,2,3-thiadigermetane 22. Oxidation of 13 by m-chloroperbenzoic acid gives 3-alkylidene-1,2,4-oxathiagermetane S-oxide 23.