FERROCENYLTRITHIOCARBONATES I. DIRECT ACCESS FROM α-FERROCENYLCARBINOLS BY A SNi MECHANISM. ABSOLUTE X-RAY STRUCTURE DETERMINATION OF (R)-FERROCENYLMETHYLMETHANE S-METHYLTRITHIOCARBONATE

Article abstract of DOI:10.1016/S0022-328X(00)86079-9

Ferrocenyltrithiocarbonates (I) are readily obtained by treating α-ferrocenylcarbinols (II) successively with sodium hydride, carbon disulfide and alkyl halide.Formation of I occurs by intramolecular nucleophilic displacement of oxygen by sulfur with retention of configuration.This is supported by the nature of the other products formed and by the X-ray structure determination of an optically active compound I, which was refined to R = 0.038.The title compound of R configuration was obtained from (R)-ferrocenylmethylmethanol.