Inclusion as a driving force for the intramolecular charge transfer (ICT) fluorescence of p-(N,N-diphenylamino)benzoic acid methyl ester (DPABME) in α-cyclodextrin (α-CD) aqueous solution

Khader A. Al-Hassan, Na'il Saleh, Ideisan I. Abu-Abdoun, Yaser A. Yousef

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)

Abstract

A 1:1 inclusion complex between p-(N,N-diphenylamino)benzoic acid methyl ester (DPABME) molecule and α-cyclodextrin (α-CD) in aqueous solution is formed with a stabilization constant of ca. 45.65 ± 3.59 M-1 at 25°C. The formation of the complex is accompanied by enhancement of the long wavelength fluorescence at 510 nm (attributed to intramolecular charge transfer (ICT) due to twisting) relative to the normal fluorescence at 420 nm. In water, the long-wavelength fluorescence is hidden under the red tail of the normal fluorescence band due to quenching by non-radiative transition. Inclusion by CD reduces quenching and thus constitutes a driving force for DPABME to emit at longer wavelength via ICT process.

Original languageEnglish
Pages (from-to)361-365
Number of pages5
JournalJournal of Inclusion Phenomena and Macrocyclic Chemistry
Volume61
Issue number3-4
DOIs
Publication statusPublished - Aug 2008
Externally publishedYes

Keywords

  • Cyclodextrins
  • Fluorescence
  • Guest-host inclusion
  • Intramolecular charge transfer
  • p-(N,N-diphenylamino)benzoic acid methyl ester (DPABME)

ASJC Scopus subject areas

  • Food Science
  • General Chemistry
  • Condensed Matter Physics

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