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Abstract
(PhO)2P(O)—NH—C(S)—PR2 (R = Ph, Et, Pr: 5a, 5b, 5c), (PhO)2P(S)—NH—C(S)—PPh2 (6) and PhOP(O)(NH—C(S)—PPh2)2 (7) are synthesized from the corresponding secondary phosphine and (PhO)2P(O)NCS (1a), (PhO)2P(S)NCS (2a) or PhOP(O)(NCS)2 (4), respectively. These addition reactions are reversible. The X-ray crystal structure analysis shows that 5a forms dimers by hydrogen bonding. The dialkyl compounds 5b and 5c and the diphenyl compound 5a in solution undergo decomposition at room temperature forming (PhO)2P(O)—NH—CH(PR2)—P(S)R2 (9a–9c). (PhO)2P(O)—NH—CH[P(O)Et2]—P(S)Et2 (10b) is obtained on treatment of 9b with air Reaction of 9b with sulfur leads to (PhO)2P(O)—NH—CH[P(S)Ph2]—SP(S)Ph2 (11). In the reaction of 4 with phenylphosphine the cyclic compound PhO(O)P—NH—C(S)—P(Ph)—C(S)—NH (13) is formed.
Key Words:
- N-Diphenylphosphino-thiocarbonyl O,O'-diphenyl amidophosphate
- N-diorganylphosphino-thiocarbonyl O,O'-diphenyl amido(thio)phosphates
- N,N'-bis(diorganylphosphino-thiocarbonyl) O-phenyl diamidophosphates
- N-(diorganylthiophosphoryl diorganylphosphinyl methyl) O,O'-diphenyl amidophosphates
- N-(diorganylphosphoryl diorganylthiophosphoryl methyl) O,O'-diphenyl amidophosphates
- 1,3-H-2-oxo-2-phenoxy-5-phenyl-4,6,-dithioxo-1,3,2,5-diazadiphosphorinane/N-(diphenylthiophosphinyl diphenyldithiophosphinato methyl)-diphenylamidophosphate.