Free-base, copper(II) and zinc(II) derivatives of an azomethine bridged 'porphyrin-pyrene' dyad: Synthesis, spectroscopy and photochemistry

Prashanth K Poddutoori, Bhaskar G. Maiya

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Abstract

Free-base, copper(II) and zinc(II) derivatives of a porphyrin-pyrene conjugate having an azomethine group separating the two photoactive subunits have been synthesized and fully characterized by mass (FAB), IR, UV/visible, 1H NMR and ESR spectroscopies and also by the cyclic- and differential pulse voltammetric methods. An analysis of the data reveals that the spectral and electrochemical properties of the individual chromophoric entities are retained and that there exists no specific π-π interaction between the porphyrin and pyrene subunits in these dyads. Excitation of CH2CI2 solutions of the free-base and zinc(II) derivatives at 550 nm results in no quenching of fluorescence due to the tetrapyrrolic moiety, but that at 290 nm results in a quenching of fluorescence due to the appended pyrene moiety. Excitation spectral data indicates that photons collected by the hydrocarbon subunit are effectively transferred to the porphyrin in both these donor-acceptor systems.

Original languageEnglish (US)
Pages (from-to)2198-2204
Number of pages7
JournalIndian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry
Volume42
Issue number9
StatePublished - Sep 1 2003
Externally publishedYes

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