Synthesis, Electronic Characterisation and Significant Second-Order Non-Linear Optical Responses of meso-Tetraphenylporphyrins and Their ZnII Complexes Carrying a Push or Pull Group in the β Pyrrolic Position

✍ Scribed by Elisabetta Annoni; Maddalena Pizzotti; Renato Ugo; Silvio Quici; Tamara Morotti; Maurizio Bruschi; Patrizia Mussini

• Publisher: John Wiley and Sons
• Year: 2005
• Tongue: English
• Weight: 285 KB
• Volume: 2005
• Category: Article
• ISSN: 1434-1948
• DOI: 10.1002/ejic.200500292

✦ Synopsis

Abstract

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)