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2 Polish Journal of Chemistry

2 2007

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Synthesis and Characterization of Novel Phosphorictriamide Derivatives with Morpholine Substituents: Crystal Structures of Substituents: Crystal Structures of (CF3)C(O)NHP(O)(NC4H8O)2 and (p-Br-C6H4)C(O)NHP(O)(NC4H8O)2

Gholivand K., Mojahed F., Alizadehgan A.

Polish Journal of Chemistry

2007

Vol. 81, nr 3

393-402

Using phosphorus pentachloride as a substrate, carbacylamidophosphates of the general formula (R)C(O)NHP(O)(NC4H8O)2, where R = CH2Cl I; CHCl2 II; CCl3 III; CF3 IV; p-Me-C6H4V; p-Br-C6H4 VI; p-Cl-C6H4 VII, were prepared and characterized by 1H, 31P and 13C NMR, IR spectroscopy and elemental analysis. Different carboxylic amides attached to phosphorus nuclei affect on IR and NMR spectra. Three-bond coupling constants between phosphorus and carbon nucleus, 3J(P,Caliphatic) in the synthesized compounds, were greater than two-bond coupling constants, 2J(P,Caliphatic). The structures of IV and VI were determined by single-crystal X-ray diffraction techniques. The compounds IV and VI formed centrosymmetric dimers via intermolecular N-HźźźO=P hydrogen bonds.

Synthesis and Characterization of Novel Carbacylamidophosphate Derivatives: Crystal Structures of (CF3)C(O)NHP(O)(NC6H12)2, (p-Br-C6H4)C(O)NHP(O)(NC6H12)2 and (p-Cl-C6H4)C(O)NHP(O)(NC6H12)2

Gholivand K., Mojahed F., Alizadehgan A. M.

Polish Journal of Chemistry

2007

Vol. 81, nr 10

1829-1829

Several new arbacylamidophosphates with formula (X)C(O)NHP(O)(NC6H12)2, X =CH2Cl, 1b; CHCl2, 2b; CCl3, 3b; CF3, 4b; MeC6H4, 5b; BrC6H4, 7b; ClC6H4, 8b were synthesized and characterized by 1H, 31P and13C NMR and IR spectroscopy and elemental analysis. The effect of PNCC dihedral angles on the 3J(P,C aliphatic) was studied. The structures of the 4b, 7b and 8b were determined by single-crystal X-ray diffraction techniques. The structural data of these compounds are compared with similar carbacylamidophosphates.