Abstract
New mono-iminophosphoranes and new bis-iminophosphoranes 3 were prepared by reaction of triphenylphosphine or tri-alkyl phosphite and azides 1. In order to reduce the reaction time and detect the phosphazides intermediates 2, the reactions of synthesis of iminophosphoranes 3 were evaluated by 31P-NMR spectroscopy. Two phosphazides intermediates 2 in the Z/E form were detected. Density Functional Theory (DFT) calculations were performed at B3LYP/6-311++G** and M062X/def2TZVP to determine the relative stability of Z/E intermediates. Antioxidant activities of iminophosphoranes 3 were evaluated by a 1,1-diphenyl-2-picryl hydrazyl (DPPH) test. The compounds were characterized on the basis of IR, NMR spectroscopy (1H, 13C and 31P) and by HRMS.
GRAPHICAL ABSTRACT
Acknowledgments
We thank Pr. Bayoudh Chaari O. and Pr. Belhaj A. (Faculty of sciences of Tunis) for English language editing.
Disclosure statement
No potential conflict of interest was reported by the authors.