Publication:
Theoretical study on the intramolecular hydrogen bond in chloro-substituted N,N-dimethylaminomethylphenols. I. Structural effects

Issued Date

2004-08-20

Resource Type

Conference Paper

ISSN

00222860

DOI

10.1016/j.molstruc.2004.07.008

Other identifier(s)

2-s2.0-3142773449

Rights

Mahidol University

Rights Holder(s)

SCOPUS

Bibliographic Citation

Journal of Molecular Structure. Vol.700, No.1-3 (2004), 81-90

Suggested Citation

A. Koll, V. Parasuk, W. Parasuk, A. Karpfen, P. Wolschann Theoretical study on the intramolecular hydrogen bond in chloro-substituted N,N-dimethylaminomethylphenols. I. Structural effects. Journal of Molecular Structure. Vol.700, No.1-3 (2004), 81-90. doi:10.1016/j.molstruc.2004.07.008 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/21271

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Title

Theoretical study on the intramolecular hydrogen bond in chloro-substituted N,N-dimethylaminomethylphenols. I. Structural effects

Author(s)

A. Koll
 V. Parasuk
 W. Parasuk
 A. Karpfen
 P. Wolschann

Other Contributor(s)

University of Wroclaw
 Mahidol University
 Kasetsart University
 Universitat Wien

Abstract

Ab initio and density functional calculations are applied to study the influence of an increasing number of chlorine substituents on the properties of the intramolecular hydrogen bond in substituted Mannich bases. It is shown, that not only the acidity of the proton donor, which depends on the number of chlorine atoms at the aromatic ring, but also steric interactions modify the geometry of the hydrogen bond. Specific interactions of O-Cl⋯H-O hydrogen-bonding in some derivatives are estimated by calculations on related chlorophenols. © 2003 Published by Elsevier B.V.

Keyword(s)

Chemistry

Availability

URI

https://repository.li.mahidol.ac.th/handle/20.500.14594/21271

Collections

Scopus 2001-2005