Synthesis of phosphorus- and sulfur-stabilized carbone (Me)Ph2P→C←SPh2(= NMe)

Iminosulfane(phosphane)carbon(0) (iSPC) [(Me)Ph2PCSPh2(= NMe): 1] is generated by the deprotonation of corresponding cationic salt 1H, which is obtained from the reaction of iminosulfonium methylide with Ph2PCl and subsequent P-methylation. Density functional theory calculations reveal that the electronic structure of 1 has two lone pairs of electrons at the carbon center. First and second proton affinity values are theoretically calculated to be 287.2 and 187.0kcal mol(-1), respectively. The highest occupied molecular orbital (HOMO) energy level of 1 is higher energy than that of bis(iminosulfane)carbon(0) (BiSC: [(MeN =)Ph2SCSPh2(= NMe)]). The reactivities of these lone pairs of electrons are demonstrated by the C-diaurated complex.