Mechanism of sulfur transfer from 1, 2, 4??dithiazolidine??3, 5??diones to triphenylphosphines

O Ponomarov, Z Padělková…

Index: Ponomarov, Oleksandr; Padelkova, Zdenka; Hanusek, Jiri Journal of Physical Organic Chemistry, 2013 , vol. 26, # 7 p. 560 - 564

Full Text: HTML

Citation Number: 3

Abstract

Abstract The mechanism of sulfurization of substituted triphenylphosphines with 4-(3-and 4- substituted)-1, 2, 4-dithiazolidine-3, 5-diones in acetonitrile, dichloromethane, tetrahydrofuran and toluene at 25 C was studied. The reaction pathway involves rate-limiting initial nucleophilic attack of the phosphorus at sulfur followed by fast decomposition of the phosphonium intermediate to the corresponding phosphine sulfide, phenylisocyanate and ...