Modulating structure and properties in organic chromophores: Influence of azulene as a building block

Masahito Murai, Sung Yu Ku, Neil D. Treat, Maxwell J. Robb, Michael L. Chabinyc, Craig J. Hawker

Research output: Contribution to journalArticlepeer-review

40 Citations (Scopus)

Abstract

The properties of isomeric azulene derivatives, substituted through the 5-membered ring, were examined using a combination of experimentation and theoretical calculations for a series of well-defined electroactive oligomers. The substitution pattern was shown to dramatically influence solid-state, electronic, and optical properties of the oligomers with acid-responsive materials only being observed when the azulenium cation could be directly stabilized by substituents on the 5-membered ring. In addition, the absorption maxima and optical band-gaps of the azulenium cations can be tuned by the substitution position of the azulene ring by the chromophore.

Original languageEnglish
Pages (from-to)3753-3760
Number of pages8
JournalChemical Science
Volume5
Issue number10
DOIs
Publication statusPublished - Oct 2014

ASJC Scopus subject areas

  • Chemistry(all)

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