Gas-Phase Acidities and Basicities of Alanines and N‑Benzylalanines by the Extended Kinetic Method

This paper reports an experimental determination of the gas-phase acidities and basicities of N-benzylalanines, in both their α and β forms, by means of the extended kinetic method (EKM). The experimental gas-phase acidity of β-alanine was also determined. Standard ab initio molecular orbital calcul...

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Veröffentlicht in:	The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment, & general theory Molecules, spectroscopy, kinetics, environment, & general theory, 2018-01, Vol.122 (1), p.383-389
Hauptverfasser:	Notario, Rafael, Dávalos, Juan Z, Guzmán-Mejía, Ramón, Juaristi, Eusebio
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Sprache:	eng
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container_title	The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment, & general theory
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creator	Notario, Rafael Dávalos, Juan Z Guzmán-Mejía, Ramón Juaristi, Eusebio
description	This paper reports an experimental determination of the gas-phase acidities and basicities of N-benzylalanines, in both their α and β forms, by means of the extended kinetic method (EKM). The experimental gas-phase acidity of β-alanine was also determined. Standard ab initio molecular orbital calculations at the G3 level were performed for alanines, and at the G3(MP2)//B3LYP level for N-benzylalanines. There is a very good agreement between the experimental and the calculated values. The more branched α-amino acids are more acidic and less basic than the linear β-amino acids.
doi_str_mv	10.1021/acs.jpca.7b10358
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title	Gas-Phase Acidities and Basicities of Alanines and N‑Benzylalanines by the Extended Kinetic Method
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