Reaction of 2-[Aryl(alkyl)amino]malonates with Chloroethynylphosphonates
- Authors: Egorova A.V.1,2, Boyarskaya I.A.3, Dogadina A.V.1
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Affiliations:
- St. Petersburg State Institute of Technology
- Scientific Research Center for Environmental Safety Russian
- St. Petersburg State University
- Issue: Vol 89, No 10 (2019)
- Pages: 2005-2009
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/223107
- DOI: https://doi.org/10.1134/S1070363219100049
- ID: 223107
Cite item
Abstract
Preparative limitations of the reaction of chloroethynylphosphonates with 2-(alkylamino)malonates have been established. Unlike the reaction of chloroethynylphosphonates with 2-(arylamino)malonates which involve only the carbon nucleophilic center, 2-(alkylamino)malonates react through both carbon and nitrogen atoms. The geometric structural, energetic, and charge parameters of the optimized structures of aliphatic and aromatic diethyl 2-aminomalonates have been determined by quantum chemical calculations using Gaussian 03 software, and pKa values for both nucleophilic centers in their molecules have been calculated.
About the authors
A. V. Egorova
St. Petersburg State Institute of Technology; Scientific Research Center for Environmental Safety Russian
Email: dog_alla@mail.ru
Russian Federation, St. Petersburg; St. Petersburg
I. A. Boyarskaya
St. Petersburg State University
Email: dog_alla@mail.ru
Russian Federation, St. Petersburg
A. V. Dogadina
St. Petersburg State Institute of Technology
Author for correspondence.
Email: dog_alla@mail.ru
Russian Federation, St. Petersburg