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Hydrogen Abstraction by Chlorine Atom from Amino Acids: Remarkable Influence of Polar Effects on Regioselectivity

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Date

2011

Authors

O'Rielly, Robert J.
Chan, Bun
Taylor, Mark S.
Ivanic, Sandra A.
Bacskay, George B.
Easton, Christopher
Radom, Leo

Journal Title

Journal ISSN

Volume Title

Publisher

American Chemical Society

Abstract

Quantum chemistry computations have been used to investigate hydrogen-atom abstraction by chlorine atom from protonated and N-acetylated amino acids. The results are consistent with the decreased reactivity at the backbone α-carbon and adjacent side-chai

Description

Keywords

Keywords: Acetamido groups; Chlorine atom; COOH group; Hydrogen abstraction; Inductive effects; Polar effect; Protonated; Side-chains; Transition structures; Amino acids; Atoms; Chlorine; Hydrogen; Quantum chemistry; Thermodynamic stability; Abstracting; amino acid

Citation

URI

http://hdl.handle.net/1885/60273

Collections

ANU Research Publications

Source

Journal of the American Chemical Society

Type

Journal article

Book Title

Entity type

Access Statement

License Rights

DOI

10.1021/ja205962b

Restricted until

2037-12-31

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01_O'Rielly_Hydrogen_Abstraction_by_2011.pdf (1.29 MB)

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