Structures and spectroscopic properties of fluoroboron-subtriazaporphyrin derivatives: density functional theory approach on the benzo-fusing effect

Dongdong Qi, Yuexing Zhang, Lijuan Zhang, Jianzhuang Jiang*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

30 Scopus citations

Abstract

Density functional theory (DFT) and time-dependent density functional theory (TDDFT) calculations were carried out to comparatively study the molecular structures, atomic charges, molecular orbitals, and electronic absorption spectra of fluoroboron-subtriazaporphyrin (SubTAP) and fluoroboron-subphthalocyanine (SubPc) as well as their benzo-fused low-symmetrical derivatives AaBbCc (3 > a, b, c > 0). The peripherally fused benzene rings are revealed to have a significant effect on the structure and charge density distribution of the inner nitrogen atoms of subtriazaporphyrin core, while the charge of the central fluoroboron group changes very little. The effect of peripherally fused benzene rings on the frontier molecular orbitais of different compounds is comparatively discussed. The nature of the electron excitation between the frontier molecular orbitais of the 20 compounds is assigned according to the calculation results. The benzene rings fused directly onto pyrrole rings have been revealed to show more effect on the inner nitrogen atom than the outer benzene rings fused onto the periphery of isoindole rings. The present work will be helpful toward systematically understanding the effect of ring enlargement through asymmetrically fusing benzene ring(s) onto the subtriazaporphyrin skeleton on the structures and properties of fluoroboron-subtriazaporphyrin and fluoroboron - subphthalocyanine analogues.

Original languageEnglish (US)
Pages (from-to)1931-1938
Number of pages8
JournalJournal of Physical Chemistry A
Volume114
Issue number4
DOIs
StatePublished - 2010
Externally publishedYes

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

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