Theoretical studies on the structure and hydrogen bonding of 8-amino-1-naphthol and its one water complex

  • Ali A. El-Rayyes*
  • , Than Htun
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

Geometry and structure of 8-amino-1-naphthol (8-AN) has been studied theoretically in the ground and excited states and in solvents. Ground state calculations were carried out at DFT/6-31G* and the excited state geometries were calculated at RCIS/3-21G* level of theory. The molecule is found to exist in two forms, the cis (where the -OH group is directed towards the amino nitrogen) and the trans forms with the cis to be the most stable structure. Evidence for an intramolecular hydrogen bonding is found. Calculations on solvent effect further support the presence of intramolecular hydrogen bonding and showed the possibility of proton transfer via the assistance of solvent molecule.

Original languageEnglish
Pages (from-to)9-13
Number of pages5
JournalJournal of Molecular Structure: THEOCHEM
Volume681
Issue number1-3
DOIs
StatePublished - 26 Jul 2004

Bibliographical note

Funding Information:
This work is financially supported by King Fahd University of Petroleum and Minerals under the project number, SAB-2003/05.

Keywords

  • 8-Amino-1-naphthol
  • Excited state
  • Hydrogen bond
  • Intramolecular
  • Proton transfer
  • Solvent effect

ASJC Scopus subject areas

  • Biochemistry
  • Condensed Matter Physics
  • Physical and Theoretical Chemistry

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