Title : ( Spectroscopic study of diphenyl [(S)-(–)-1-phenylpropanamido]- phosphate: differences of diastereotopic groups )
Authors: Farnaz Eslami , Mehrdad Pourayoubi , Fahimeh Sabbaghi , Sahar Baniyaghoob ,
Abstract
The synthesis and crystal structure of diphenyl [(S)-(–)-1-phenylpropanamido]-phosphate, (C6H5O)2P(O)[NH-(S)-(–)CH(C2H5)(C6H5)], was previously reported. Here, the spectroscopic features (1H-NMR, 13C{1H}-NMR, 31P{1H}-NMR and IR) are investigated. In the 1H-NMR and 13C{1H}-NMR spectra, the diastereotopic C6H5O groups show two sets of signals. Typically, in the 13C{1H}-NMR spectrum, the doublets at 151.08/151.20 ppm and 120.52/120.55 ppm, with 2JCP = 6.5/6.6 Hz for the first pair and 3JCP = 4.9/4.7 Hz for the second pair are associated to the diastereotopic ipso-C atoms and diastereotopic ortho-C atoms. In the 1H-NMR spectrum, the signals related to diastereotopic phenyl groups overlap with those of phenyl group of chiral amine. The ipso-carbon atom of chiral amine fragment appears a doublet signal at 144.85 ppm (3JCP = 2.7 Hz). The phosphorus signal (31P{1H}-NMR) appears at –0.49 ppm.
Keywords
, Amidophosphodiester; IR; NMR; Phosphorus, carbon coupling constant@article{paperid:1101779,
author = {فرناز اسلامی and Pourayoubi, Mehrdad and فهیمه صباغی and سحر بنی یعقوب},
title = {Spectroscopic study of diphenyl [(S)-(–)-1-phenylpropanamido]- phosphate: differences of diastereotopic groups},
journal = {Journal of Chemical Reactivity and Synthesis},
year = {2024},
volume = {13},
number = {4},
month = {March},
issn = {2783-4107},
pages = {311--320},
numpages = {9},
keywords = {Amidophosphodiester; IR; NMR; Phosphorus-carbon coupling constant},
}
%0 Journal Article
%T Spectroscopic study of diphenyl [(S)-(–)-1-phenylpropanamido]- phosphate: differences of diastereotopic groups
%A فرناز اسلامی
%A Pourayoubi, Mehrdad
%A فهیمه صباغی
%A سحر بنی یعقوب
%J Journal of Chemical Reactivity and Synthesis
%@ 2783-4107
%D 2024