Photophysics of NH tautomers of 2-NO2-5, 10, 15, 20-tetraphenylporphyrin in solvents of different polarity

  • V. S. Chirvony
  • S. M. Bachilo
  • S. I. Shishporenok
  • I. V. Filatov
  • I. V. Avilov
  • S. N. Terekhov
  • P. P. Pershukevich
  • A. van Hoek
  • T. J. Schaafsma
  • V. L. Malinovskii
Chapter

Abstract

In the present work we study the spectral and photophysical properties of a relatively simple porphyrin system with an electron-withdrawing substituent, namely 2-nitro-5, 10, 15, 20-tetraphenylporphyrin (H2TPP-NO2). Similar β-nitro-substituted tetraaryl-porphyrins have been studied recently in [1–4], for which unusual fluorescence properties were reported. In particular, it has been shown that these compounds exhibit broad, structureless and significantly Stokes-shifted fluorescence spectra. The Stokes shift was found to increase with an increase of solvent polarity (dielectric constant). The authors [1–4] have interpreted this fluorescent state as having intramolecular chargetransfer (ICT) character of the [(P+) — (NO2)-] type. It has been even suggested [1, 3, 4] that the fluorescent state may be of the “Twisted Intramolecular Charge-Transfer” (TICT) origin, that corresponds to full electron transfer from the porphyrin ring to the NO2 group. The lifetimes of this unusual fluorescence state were found to be in the range of ∼1–3 ns [1–4].

Keywords

Photophysical Property Stokes Shift Porphyrin Ring Fluorescent State Longwavelength Absorption Band 
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Copyright information

© Springer Science+Business Media Dordrecht 1999

Authors and Affiliations

  • V. S. Chirvony
    • 1
  • S. M. Bachilo
    • 1
  • S. I. Shishporenok
    • 1
  • I. V. Filatov
    • 1
  • I. V. Avilov
    • 1
  • S. N. Terekhov
    • 1
  • P. P. Pershukevich
    • 1
  • A. van Hoek
    • 2
  • T. J. Schaafsma
    • 2
  • V. L. Malinovskii
    • 3
  1. 1.Institute of Molecular and Atomic PhysicsNational Academy of Sciences of BelarusMinskBelarus
  2. 2.Laboratory of Molecular Physics, Department of Biomolecular SciencesAgricultural UniversityWageningenThe Netherlands
  3. 3.A.V. Bogatsky Physico-Chemical InstituteNational Academy of Sciences of UkraineOdessaUkraine

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