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

  • K Gholivand
  • AM Alizadehgan
  • F Mojahed
  • AA Firooz
Keywords: Carbacylamidophosphates, hydrogen bonds, IR spectroscopy, NMR spectroscopy.

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 3JPNC ranging from 4 to 6 Hz.

KEYWORDS: Carbacylamidophosphates, hydrogen bonds, IR spectroscopy, NMR spectroscopy.

Published
2015-10-06
Section
Articles

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eISSN: 0379-4350