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Synthesis, Electronic Characterisation and Significant Second‐Order Non‐Linear Optical Responses of meso ‐Tetraphenylporphyrins and Their Zn II Complexes Carrying a Push or Pull Group in the β Pyrrolic Position
Author(s) -
Ani Elisabetta,
Pizzotti Maddalena,
Ugo Renato,
Quici Silvio,
Morotti Tamara,
Bruschi Maurizio,
Mussini Patrizia
Publication year - 2005
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200500292
Subject(s) - chemistry , porphyrin , chromophore , solvatochromism , ring (chemistry) , phthalocyanine , polar effect , linker , cyclic voltammetry , photochemistry , acceptor , absorption spectroscopy , stereochemistry , organic chemistry , molecule , electrochemistry , electrode , physics , quantum mechanics , computer science , condensed matter physics , operating system
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 β pyrrolic position by a pseudo‐linear, π‐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 µ;m. The porphyrin ring substituted at the β pyrrolic position by an electron‐acceptor π‐system behaves as a significant donor group, comparable to a ferrocenyl group or to a phthalocyanine. Unexpectedly, the porphyrin ring substituted at the β pyrrolic position with an electron‐donor π‐system shows a larger and significant second‐order NLO response. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)