Z. Shariatinia, C. Védova, M. Erben
Sep 12, 2012
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Influential Citations
20
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Journal
Journal of Molecular Structure
Abstract
Abstract New phosphoric triamides with general formula P(O)X 3 where X = N-4-methylpiperazinyl ( 1 ), N-4-phenylpiperazinyl ( 2 ), N-4-ethoxycarbonyl piperazinyl ( 3 ), N-2-tetrahydrofurfuryl ( 4 ) were synthesized and characterized by 1 H, 13 C, 31 P NMR, IR, Mass spectroscopy and elemental analysis. The molecular structure for compounds 1–4 were obtained by using quantum chemical calculations (HF and B3LYP methods with the 6-31+G ∗∗ basis set). Moreover, optimized structures for previously reported 4-FC 6 H 4 C(O)NHP(O)X 2 phosphoric triamides, X = pyrrolidin-1-yl ( 5 ), piperidin-1-yl ( 6 ) and hexamethyleneimin-1-yl (7) were obtained using the solid state structure (CIF files) as a starting point for the gas phase computation in which all independent molecules in structures 6 (seven structures) and 7 (two structures) were included. The computed results were in good agreement with the data obtained from the X-ray crystal structures reported earlier. The nuclear quadrupole coupling constants (NQCCs or χ s) were calculated about 5.0 and 10.0 MHz for the 17 O atoms of P O and C O bonds. For nitrogen atoms bonded to the phosphorus the NQCCs were found in the range between 4.0 and 5.5 MHz, whereas for compounds 4–7 , the expected values for amidic hydrogen atoms are near 300 kHz.