Zeitschrift fur Anorganische und Allgemeine Chemie, ( ISI ), Volume (632), No (1), Year (2006-1) , Pages (160-166)

Title : ( Syntheses and Spectroscopic Study of Some New N-4-Fluorobenzoyl Phosphoric )

Authors: Mehrdad Pourayoubi , Zahra Shariatinia , Khodayar Gholivand ,

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Some new N-4-Fluorobenzoyl phosphoric triamides with formula 4-F-C6H4C(O)N(H)P(O)X2, X  NH-C(CH3)3 (1), NHCH2- CHCH2 (2), NH-CH2C6H5 (3), N(CH3)(C6H5) (4), NHCH( CH3)(C6H5) (5) were synthesized and characterized by 1H, 13C, 31P NMR, IR and Mass spectroscopy and elemental analysis. The structures of compounds 1, 3 and 4 were investigated by X-ray crystallography. The PO andCO bonds in these compounds are anti. Compounds 1 and 3 form one dimensional polymeric chain produced by intra- and intermolecular -PO···H-N- hydrogen bonds. Compound 4 forms only a centrosymmetric dimer in the crystalline lattice via two equal -PO···H-N- hydrogen bonds. 1H and 13C NMR spectra show two series of signals for the two amine groups in compound 1. This is also observed for the two α- methylbenzylamine groups in 5 due to the presence of chiral carbon atom in molecule. 13C NMR spectrum of compound 4 shows that 2J(P,Caliphatic) coupling constant for CH2 group is greater than for CH3 in agreement with our previous study. Mass spectra of compounds 1-3 (containing 4-F-C6H4C(O)N(H)P(O) moiety) indicate the fragments of amidophosphoric acid and 4-F-C6H4CN that formed in a pseudo McLafferty rearrangement pathway. Also, the fragments of aliphatic amines have high intensity in mass spectra.


, Phosphoric triamides; X, Ray Crystallography; NMR; Mass spectroscopy
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author = {Pourayoubi, Mehrdad and Zahra Shariatinia and Khodayar Gholivand},
title = {Syntheses and Spectroscopic Study of Some New N-4-Fluorobenzoyl Phosphoric},
journal = {Zeitschrift fur Anorganische und Allgemeine Chemie},
year = {2006},
volume = {632},
number = {1},
month = {January},
issn = {0044-2313},
pages = {160--166},
numpages = {6},
keywords = {Phosphoric triamides; X-Ray Crystallography; NMR; Mass spectroscopy},


%0 Journal Article
%T Syntheses and Spectroscopic Study of Some New N-4-Fluorobenzoyl Phosphoric
%A Pourayoubi, Mehrdad
%A Zahra Shariatinia
%A Khodayar Gholivand
%J Zeitschrift fur Anorganische und Allgemeine Chemie
%@ 0044-2313
%D 2006