Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Reactions of Diarylphosphines, Their Oxides and Sulfides with Isothiocyanates and Thiocyanic Acid
Iwao OjimaKin-ya AkibaNaoki Inamoto
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1969 Volume 42 Issue 10 Pages 2975-2981

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Abstract

N-Substituted thiocarbamoyldiarylphosphine oxides and sulfides were prepared by the addition reaction of diarylphosphine oxides and diphenylphosphine sulfide with isothiocyanates. Diarylphosphine oxides and diphenylphosphine reacted with ammonium thiocyanate under hydrogen chloride stream to produce diarylphosphinyl- and diarylthiophosphinyl-substituted bis(iminomethyl) sulfides, which are a new type of sulfide. Diphenylphosphine also reacted with thiocyanic acid in ether to give thiocarbamoyldiphenylphosphine and bis(diphenylphosphinyliminomethyl) sulfide. Mechanisms for formation of these bis(iminomethyl) sulfides have been discussed.

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