alexa Abstract | The reactivity of the diethyl α-acylphosphonates with the various α-aminoesters: Synthesis and DFT (density functional theory) study

Journal of Chemical and Pharmaceutical Research
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Abstract

The condensation of diethyl 1-oxomethylphosphonates with α-aminoglycinemethylester, α-aminoalaninemethylester, α-aminovalinemethylester, α-aminophenylalaninemethylester at room temperature in the presence of the ceaves gives the corresponding acetamides, and not the α-iminophosphonates. This study of reactivity have also explored by the theoretical study using the program GAUSSIAN 98 and hybrid B3LYP functional density with 6-31G*. Moreover, the electronic properties such as highest occupied molecular orbital (HOMO) and lowest unoccupied orbital (LUMO) energy have been investigated. Theoretical results have confirmed that the formation of the α- iminophosphonates is not favored thermodynamically, and have indicated that B3LYP/6-31g (d) model is a suitable and precise method for studying molecular structure of α-iminophosphonates.

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Author(s): Ilyas Mellah Serge Turcaud and Sameh Ayadi

Keywords

Acylphosphonates, Aminoesters, Reactivity, DFT (density functional theory) method., Synthesis

 
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