Diphenyl(N-alkyl-N-diphenylphosphinylmethyl)carbamoylmethylphosphine Oxides: Synthesis and NMR Spectroscopy Study

• Published in: Russian journal of general chemistry Vol. 92; no. 12; pp. 2598 - 2606
• Main Authors: Artyushin, O. I., Tcarkova, K. V., Bondarenko, N. A.
• Format: Journal Article
• Language: English
• Published: Moscow Pleiades Publishing 01.12.2022; Springer Nature; Springer Nature B.V
• Subjects: Amines; Chemical synthesis; Chemistry; Chemistry and Materials Science; Chemistry, Multidisciplinary; Chemistry/Food Science; NMR spectroscopy; Oxides; Physical Sciences; Science & Technology; amidation; diphenylphosphinylacetic acid; diisopropylcarbodiimide; (diphenylphosphinylmethyl)diphenylphosphinylacetamides; alkyl; carbamoylmethylphosphine oxides; (diphenylphosphinylmethyl)amines; U(VI); TH(IV); N-alkyl-N-(diphenylphosphinylmethyl)amines; EXTRACTION; REE(III); LIGANDS; ACTINIDES; PHOSPHINE OXIDES; N-alkyl-N-(diphenylphosphinylmethyl)diphenylphosphinylacetamides
• ISSN: 1070-3632; 1608-3350
• DOI: 10.1134/S1070363222120076

Modified tridentate carbamoylmethylphosphine oxides Ph 2 P(O)CH 2 N(R)CH 2 P(O)Ph 2 (R = Et, i -Pr, Bu, Oct) were synthesized by the reaction of phosphorylated amines Ph 2 P(O)CH 2 NHR (R = Et, i -Pr, Bu, Oct) with diphenylphosphinylacetic acid in the presence of diisopropylcarbodiimide or by reacting with diphenylphosphinylacetyl chloride. According to the 1 H, 13 C{ 1 H}, 31 P{ 1 H} NMR spectroscopy data, in CDCl 3 solutions, the modified carbamoylmethylphosphine oxides exist in two conformers in the ratio of approximately 1.3:1 (R = Et), 1.5 : 1 (R = i -Pr) or 1 : 1 (R = Bu, Oct).