O-Tolyl/benzyl dithiocarbonates of phosphorus(III) and (V): syntheses and characterization

Abstract

O-Tolyl/benzyl dithiocarbonates, ROCS 2 Na (R = o-, m-, or p-CH 3 C 6 H 4 -, and -CH 2 C 6 H 5 ), were synthesized and characterized. These new ligands reacted with PCl 3 /POCl 3 in refluxing toluene which resulted in the formation of phosphorus(III) and phosphorus(V) tolyl/ benzyl dithiocarbonates corresponding to [(ROCS 2 ) n PCl 3-n ] and [(ROCS 2 ) n POCl 3-n ] (R = o-, m-, or p-CH 3 C 6 H 4 -, and -CH 2 C 6 H 5 ; n = 1, 2, 3). These pale yellow liquid compounds were characterized by IR, mass, and NMR ( 1 H, 13 C, and 31 P) spectral studies, which suggest the dithiocarbonate ligands bind in a monodentate mode leading to P-S-C linkages in these derivatives.

Synthesis, Spectral, Thermal, Electrochemical, and Biocidal Activity of Tolyl/Benzyl Dithiocarbonates of Zinc(II)

“…The elemental analyses (C, H, N, S, and Zn) were found to be consistent with the molecular formulae of the complexes. 20) is done on the basis of relevant literature reports [10,22,30,32,33]. The comparison of IR spectra of these complexes with starting materials has also shown seminal information.…”

Dialkyltin(IV)bis(O–tolyl/benzyldithiocarbonate) complexes: Spectroscopic, thermogravemetric, antifungal and crystal analysis of n–Bu2Sn(S2COCH2C6H5)2

“…[35][36] However, literature survey revealed paucity of information especially about (o-, m-and p-tolyl/benzyl)dithiocarbonate ligands and their derivatives. [37][38][39] The structural data on aryl xanthates of nickel(II), palladium(II) and cobalt(III) complexes have been reported for the first time by Chen et al 40 The properties of aryl xanthates are similar to those of 1,1-dithiolates. These ligands and their metal derivatives are somewhat more susceptible to thermal and atmospheric decomposition than the analogous alkyl derivatives.…”

“…The sodium salts of O-tolyl/benzyl dithiocarbonates were prepared according to the published method 37 (Step 1). Reactions of dimethyl/di(n-butyl)tin(IV) dichloride with sodium salts of O-tolyl/benzyl dithiocarbonates in 1 : 2 molar ratio in toluene yielded dimethyl/di(n-butyl) tin(IV)bis{o-, m-or p-tolyl/benzyl dithiocarbonate} complexes of the type, R 2 Sn(S 2 COR') 2 in quantitative yield as white crystalline solids (Step 2).…”

“…Sodium salts of dithiocarbonate were obtained using literature procedures. 37 Tin was estimated gravimetrically as SnO 2 .…”

“…[31][32][37][38][39][40][41] The absorptions of interest in the spectra of the complexes are ν(CSS), ν(Sn-C), and ν(Sn-S). The presence of weak to medium intensity bands of ν(Sn-S) in the range 477-412 cm -1 indicates the coordination of the dithio ligand with the tin as expected.…”