The Syntheses and Characterization of New Dithiophosphonates derived from Novel 2,4-Bis(methoxytolyl)-1,3-dithia-2,4-diphosphetane 2,4- disulfides and Their Ni(II) Complexes

Abstract

Two novel perthiophosphonic acid anhydrides, 2,4-bis(R x,y)-1,3-dithia-2,4-diphosphetane 2,4disulfide [(R x,y-P(S)S)2; R x =3-methoxytolyl (SAV-B1) and R y =2-methoxytolyl (SAV-B2)] were synthesized. From the reaction of SAV-B1 and SAV-B2 with alcohols, four new dithiophosphonic acids [HS2P(R x,y)(ORn)] (Rn; R1=ethyl R2=2-propyl) were prepared. These acids were converted to corresponding ammonium salts, [NH4][S2P(R x,y)(ORn)]. The ammonium salts were further reacted with NiCl2.6H2O to prepare four new dithiophosphonato nickel(II) complexes, [Ni(S2P(R x,y)(ORn))2]. The ligands and complexes were characterized by elemental analyses, IR, ESI-MS, 1D 1 H, 13 C, 31 P NMR and 2D HSQC techniques. Complementary structural information was provided by the HSQC spectrum of the [NH4][S2P(R x,y)(OR2)]. The structure of the perthiophosphonic acid anhydrides was deduced from the structures of dithiophosphonates thereof.

Studies on new dithiophosphonic acid derivatives: Synthesis, characterization, DFT and molecular docking calculations and in vitro cytotoxicity assessment

“…For Ni(II) complexes, the same couplings appear in the range 13.8-14.9 Hz and 16.9-17.1 Hz, respectively. These values are comparable to those reported for similar structures [6]. The three bond P-C ( 3 JPC) couplings for the C3 and C5 atoms in the ligands are ~17.3 Hz and ~17.0 Hz, respectively.…”

“…PTPAs are synthesized from the reaction of Berzelius reagent, (P4S10) and an arylating-or alkylating-reagent [4,5]. These compounds are usually amorphous solids [6]. PTPAs are important starting materials in the synthesis of Organo-dithiophosphorus compounds [7].…”

Synthesis and Characterization of New Ferrocenyl and 3-methoxytolyl Dithiophosphonates

“…3-methoxytoluene, P4S10, benzene, 3-pentyl alcohol, 2-butyl alcohol, 2-pentyl alcohol, 2-phenyl-1-propyl alcohol and 4-tert-butylcyclohexyl alcohol were supplied from Sigma-Aldrich and ferrocene, xylene, n-hexane and diethyl ether were also supplied from Merck. FcLR [2] and SAV-B1 were synthesized by known procedure [14].…”

“…of the compounds in BUCHI M-560 device; elemental analysis on LECO 932 CHNS-O synthesized. These acids were obtained from direct reactions of two perthiophosphonic acid anhydrides which is previously known ((2,4-bis(3-methoxytolyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide, [((CH3)C6H3(OCH3) P(S)S)2], SAV-B1, [14] and 2,4-bis(ferrocenyl)-1,3,2,4dithiadiphosphetane-2,4-disulfide, [((C5H4)P(S)S)2], FcLR, Ferrocenyl Lawesson Reagent, [1]) with various aliphatic/ aromatic alcohols. Crude DTPOAs were converted to their salts, namely ligands or dithiophosphonates ([NH4][Xn)], [NH4][Yn]) with ammonia gases in benzene media (Figure 3).…”