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Synthesis and NLO Properties of 4‐(4 H ‐Chalcogenopyran‐4‐ylidene and 4 H ‐chalcogenochromen‐4‐ylidene)‐1‐(phenylthio)but‐2‐enylidene Complexes – Electronic Influence of the Carbene Fragment
Author(s) -
Faux Nadège,
RobinLe Guen Françoise,
Le Poul Pascal,
Caro Bertrand,
Nakatani Keitaro,
Ishow Eléna,
Golhen Stéphane
Publication year - 2006
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.200600300
Subject(s) - chemistry , chalcogen , carbene , annulation , stereochemistry , metal , atom (system on chip) , medicinal chemistry , crystallography , organic chemistry , catalysis , computer science , embedded system
The synthesis of 4‐(4 H ‐chalcogenopyran‐4‐ylidene and 4 H ‐chalcogenochromen‐4‐ylidene)‐1‐(phenylthio)but‐2‐enylidene complexes is described and their non‐linear optical (NLO) properties have been investigated (as μβ by EFISH). NMR studies and X‐ray crystallographic analyses show that the (phenylthio)carbene fragment has a better electron‐withdrawing capability than the methoxy analogues and, likewise, the corresponding thiocarbenes have a more significant pyrylium character. The μβ values of these complexes were obtained from EFISH experiments. The microscopic NLO response is sensitive to the nature of the intracyclic chalcogen atom, the nature of the metal centre and the benzo‐annulation of the heterocycle. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)