Synthesis and chemistry of thiagermiranes

Article abstract of DOI:10.1021/om00103a020

Dimethylgermylene (1) reacts with thioketones 3 and 9 to give 1,3,2,4-dithiadigermolanes 4 and 10, the ultimate products of formation of thiagermiranes 6 and 11 and subsequent addition of dimethylgermanethione (7). Dimesitylgermylene (16) reacts with adamantanethione (3) to give 3-(2-adamantyl)-2,2-dimesityl-1,2-thiagermirane (18). Photolysis of thiagermirane 18 yields dimesitylgermylene (16) and adamantanethione (3) derived from germathiocarbonyl ylide 22. Oxidation of thiagermirane 18 by mCPBA gives 3-(2-adamantyl)-4,4-dimesityl-1,2,4-oxathiagermetane S-oxide (27). X-ray analyses were done for thiagermirane 18 and 1,2,4-oxathiagermetane S-oxide 27.