Synthesis, Characterisation and Nonlinear Optical Properties of Two‐Dimensional Octupolar Systems Based on Phthalocyanine Compounds | Zendy

Quintiliani Maurizio | Zendy; GarcíaFrutos Eva M. | Zendy; Gouloumis Andreas | Zendy; Vázquez Purificación | Zendy; LedouxRak Isabelle | Zendy; Zyss Joseph | Zendy; Claessens Christian G. | Zendy; Torres Tomás | Zendy

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Synthesis, Characterisation and Nonlinear Optical Properties of Two‐Dimensional Octupolar Systems Based on Phthalocyanine Compounds

Author(s) -

Quintiliani Maurizio,

GarcíaFrutos Eva M.,

Gouloumis Andreas,

Vázquez Purificación,

LedouxRak Isabelle,

Zyss Joseph,

Claessens Christian G.,

Torres Tomás

Publication year - 2005

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200500271

Subject(s) - chemistry , sonogashira coupling , benzene , tris , knoevenagel condensation , benzene derivatives , condensation , triazine , nonlinear optical , palladium , computational chemistry , combinatorial chemistry , polymer chemistry , organic chemistry , nonlinear system , chemical synthesis , thermodynamics , biochemistry , physics , quantum mechanics , in vitro , catalysis

Four phthalocyanine‐based compounds with pseudo D 3 h symmetry have been synthesised and fully characterised. Palladium cross‐coupling methodologies were employed in order to synthesise 1,3,5‐tris[(phthalocyaninyl)ethenyl]benzene (Heck) and 1,3,5‐tris[(phthalocyaninyl)ethynyl]benzene (Sonogashira) derivatives. Knoevenagel condensation conditions were then applied to the synthesis of 1,3,5‐tris[cyano(phthalocyaninyl)ethenyl]benzene and 2,4,6‐tris[(phthalocyaninyl)ethenyl]‐1,3,5‐triazine. Preliminary second‐order nonlinear optical studies, by hyper‐Rayleigh scattering measurements, revealed that the compounds containing ethenyl linkers induce a strong octupolar effect while the ethynyl‐containing compound does not show any octupolar enhancement. The introduction of a triazine central core does not modify significantly the nonlinear optical behaviour of the compound. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

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