Hydroquinone-benzonitrile system: Intramolecular charge-transfer and computational studies

Kuangsen Sung, Pin Mei Huang, Chi Han Zhou

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1 Citation (Scopus)


A novel intramolecular donor-acceptor system of hydroquinone-benzonitrile was synthesized. Its photo-induced intramolecular charge-transfer (ICT) transition was confirmed by (1) shift of its emission maximum with increasing solvent polarity, (2) high dipole moment for the ICT excited state calculated from the Lippert equation, and (3) its HOMO and LUMO. According to the extent of separation between HOMO and LUMO, it is suggested that substituent position (ortho, meta, or para) in the donor-acceptor biphenyls is not a key point for the photo-induced intramolecular charge transfer and the donor with two alkoxy or hydroxy groups has more photo-induced charge transfer transitions than the one with one alkoxy or hydroxy group. In other words, the hydroquinone- benzonitrile system displays more photo-induced charge transfer transitions than 4COB (4-cyano-4'-butyloxybiphenyl).

Original languageEnglish
Pages (from-to)492-499
Number of pages8
JournalJournal of Fluorescence
Issue number5
Publication statusPublished - 2007 Sept

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Clinical Psychology
  • Social Sciences (miscellaneous)
  • Sociology and Political Science
  • Spectroscopy
  • Clinical Biochemistry
  • Law


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