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Usage Statistics Cite this paper as: Crépin Enoua, G.; Uray, G.; Stadlbauer, W. 4-Cyano-6-methoxyquinolones: Syntheses and Luminescence Properties. In Proceedings of the 13th Int. Electron. Conf. Synth. Org. Chem., 1-30 November 2009; Sciforum Electronic Conferences Series, 2009, a012:1-8.
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13th Int. Electron. Conf. Synth. Org. Chem. 2009, a012:1-8
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4-Cyano-6-methoxyquinolones: Syntheses and Luminescence Properties
Institut für Chemie, Organic Synthesis Group, Karl-Franzens-University of Graz Heinrichstrasse 28, A-8010 Graz, Austria;
* Author to whom correspondence should be addressed.
(This article belongs to the section A. General Organic Synthesis)
Abstract: Cyano functionalized 6-methoxyquinolin-2-ones were synthesized from malonic acid derivatives and p-anisidines in multistep reactions via 4-chloro-6-methoxyquinolin-2-ones. Introduction of cyano substituents resulted in 3,4-dicyano-6-methoxyquinolin-2-ones or 4- cyano-6-methoxyquinolin-2-ones, depending on the substituents in position 3 and 1. The study of the fluorescence properties of 3,4-dicyano-6-methoxyquinolone showed emission values up to 550 nm (black curve) combined with large Stoke's shifts , whereas 4-cyano-6- methoxyquinolones gave lower values (e.g. blue curve) comparable to earlier findings.
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