The Predictive Power of the Annellation Theory

The Case of the C26H16 Cata-Condensed Benzenoid Polycyclic Aromatic Hydrocarbons

Jorge O. Oña-Ruales, Yosadara Ruiz-Morales

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

The Annellation Theory was applied to establish the locations of maximum absorbance for the p and β bands in the UV-vis spectra of eight benzenoid cata-condensed polycyclic aromatic hydrocarbons (PAHs) with molecular formula C26H16 and no available syntheses procedures. In this group of eight isomers, there are seven compounds with potential carcinogenic properties due to geometrical constraints. In addition, crude oil and asphaltene absorption spectra exhibit similar properties, and the PAHs in heavier crude oils and asphaltenes are known to be the source of the color of heavy oils. Therefore, understanding the electronic bands of PAHs is becoming increasingly important. The methodology was validated using information for the remaining 29 isomers with available UV-vis spectra. The results satisfactorily agree with the results from semiempirical calculations made using the ZINDO/S approach. The locations of maximum absorbance for the p and β bands in the UV-vis spectra of the eight C26H16 cata-condensed isomers dibenzo[c,m]tetraphene, naphtho[1,2-c]chrysene, dibenzo[c,f]tetraphene, benzo[f]picene, naphtho[2,1-a]tetraphene, naphtho[2,1-c]tetraphene, dibenzo[c,l]chrysene, and naphtho[1,2-a]tetraphene were established for the first time.

Original languageEnglish
Pages (from-to)10451-10461
Number of pages11
JournalJournal of Physical Chemistry A
Volume119
Issue number42
DOIs
Publication statusPublished - Sep 30 2015
Externally publishedYes

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Polycyclic Aromatic Hydrocarbons
polycyclic aromatic hydrocarbons
Isomers
isomers
Petroleum
crude oil
asphaltenes
Asphaltenes
Absorption spectra
Crude oil
oils
methodology
Color
absorption spectra
color
synthesis
electronics
chrysene

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

Cite this

The Predictive Power of the Annellation Theory : The Case of the C26H16 Cata-Condensed Benzenoid Polycyclic Aromatic Hydrocarbons. / Oña-Ruales, Jorge O.; Ruiz-Morales, Yosadara.

In: Journal of Physical Chemistry A, Vol. 119, No. 42, 30.09.2015, p. 10451-10461.

Research output: Contribution to journalArticle

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