Journal
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
Volume -, Issue 19, Pages 3857-3874Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejic.200500292
Keywords
cyclic voltammetry; nonlinear optics; porphyrins; UV/Vis spectroscopy; zinc
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This work describes the synthesis and characterisation by electronic absorption spectroscopy, cyclic voltammetry and by a solvatochromic investigation of meso-tetraphenylporphyrins and their Zn-II complexes substituted at the beta pyrrolic position by a pseudo-linear, pi-delocalised organic linker carrying either an electron-withdrawing (pull) or electron-donating (push) group. The second-order NLO response of these push-pull porphyrinic chromophores has been investigated by the EFISH technique working with a non-resonant incident wavelength of 1.907 mu m. The porphyrin ring substituted at the beta pyrrolic position by an electron-acceptor pi-system behaves as a significant donor group, comparable to a ferrocenyl group or to a phthalocyanine. Unexpectedly, the porphyrin ring substituted at the beta pyrrolic position with an electron-donor pi-system shows a larger and significant second-order NLO response. (c) Wiley/VCH Verlag GmbH & Co.
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