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Synthesis 2005(4): 600-604
DOI: 10.1055/s-2004-837309
DOI: 10.1055/s-2004-837309
PAPER
© Georg Thieme Verlag Stuttgart · New York
Preparation of Novel Push-Pull Benzothiazole Derivatives with Reverse Polarity: Compounds with Potential Non-Linear Optic Application
Weitere Informationen
Received
5 October 2004
Publikationsdatum:
22. Dezember 2004 (online)
Publikationsverlauf
Publikationsdatum:
22. Dezember 2004 (online)

Abstract
The hitherto unknown 6-dimethylaminobenzothiazole-2-carbaldehyde was prepared as a starting compound for the synthesis of novel push-pull benzothiazole derivatives with reverse polarity. These compounds are substituted at the 2-position by strong electron-acceptor groups and at the 6-position by NMe2 as strong electron-donor. The new method for synthesis of 6-dimethylaminobenzothiazole involved the successful use of sonochemical reductive methylation. Expected non-linear optical properties of target molecules were studied by EFISH method.
Key words
benzothiazole - non-linear optics - push-pull system - reverse polarity - hyperpolarizability
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