Synthesis & Spectral Characterization of Some New Carbacylamidophosphate Derivatives. Crystal Structures of CCl3C(O)NHP(O)[NH(C5H9)]2 and CH3C6H4C(O)NHP(O)[NH(C5H9)]2

Abstract

Full Title: Synthesis and Spectral Characterization of Some New Carbacylamidophosphate Derivatives. Crystal Structures of CCl₃C(O)NHP(O)[NH(C₅H₉)]₂ and CH₃C₆H₄C(O)NHP(O)[NH(C₅H₉)]₂

Some new carbacylamidophosphate derivatives with the general formula RC(O)NHP(O)[NH(C₅H₉)]₂: (R=CCl₃), 1a; (R=CHCl₂), 2a; (R=CH₂Cl), 3a; (R=CF₃), 4a; (R=C₆H₅), 1b; (R=p-Cl-C₆H₄), 2b; (R=p-Br-C₆H₄), 3b; (R=p-Me-C₆H₄), 4b; were synthesized and characterized by ¹H, ¹³C, ³¹PNMRand IR spectroscopy and elemental analysis. The crystalline solids of 1a and 4b were studied bysingle crystal X-ray diffraction analysis. The dimeric aggregate and the centrosymmetric dimer formed via intermolecular N-H....O=P and N-H....O=C hydrogen bonds in 1a and 4b, respectively. In all the synthesized molecules, similar spectral patterns were obtained in the 13C NMR spectra for carbon atoms of cyclic amines with ²J _PNC = 0 and ³J_PNC ranging from 4 to 6 Hz.

_{KEYWORDS: Carbacylamidophosphates, hydrogen bonds, IR spectroscopy, NMR spectroscopy.}