A Computational Study on Substituted and Unsubstituted Mono and Diazaanthracenes


Gümüş S., AKBAY M.

POLYCYCLIC AROMATIC COMPOUNDS, vol.33, no.5, pp.519-532, 2013 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 33 Issue: 5
  • Publication Date: 2013
  • Doi Number: 10.1080/10406638.2013.816975
  • Journal Name: POLYCYCLIC AROMATIC COMPOUNDS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.519-532
  • Keywords: aromaticity, diazaanthracenes, Monoazaanthracenes, NICS, INDEPENDENT CHEMICAL-SHIFTS, FLASH VACUUM PYROLYSIS, TRANSITION STRUCTURES, SEMIEMPIRICAL METHODS, AROMATICITY, DENSITY, ANNOUNCEMENT, OPTIMIZATION, CYCLIZATION, PARAMETERS
  • Van Yüzüncü Yıl University Affiliated: Yes

Abstract

Substituted (F, Cl, OH, and NO2) diazaanthracene derivatives have been considered theoretically to obtain information about their stabilities and aromaticities. The expected decrease of aromaticity of parent anthracene by mono or diaza substitution has been compensated by substitution of one of the hydrogens of the system by an electronegative atom. The position of the substituent has been proved to be strongly effective on the aromaticity of the structure such that, the aromaticity is enhanced when the susbtituent is closer to the aza points.