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Molecules 2013, 18(12), 15769-15787; doi:10.3390/molecules181215769
Article

4,6,8-Triarylquinoline-3-carbaldehyde Derivatives: Synthesis and Photophysical Properties

*  and
Department of Chemistry, College of Science, Engineering and Technology, University of South Africa, P.O. Box 392, Pretoria 0003, South Africa
* Author to whom correspondence should be addressed.
Received: 1 November 2013 / Revised: 11 December 2013 / Accepted: 12 December 2013 / Published: 17 December 2013
(This article belongs to the Section Organic Synthesis)
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Abstract

Palladium catalyzed Suzuki-Miyaura cross-coupling of 6,8-dibromo-4-chloroquinoline-3-carbaldehyde with arylboronic and arylvinylboronic acid derivatives in the presence of potassium carbonate in aqueous dioxane afforded the corresponding 4,6,8-triarylquinoline-3-carbaldehydes, exclusively. These products were transformed into 4,6,8-triaryl-3-(4-fluorophenyl)amino)-N-(quinolin-3-yl)methylenes and their 4,6,8-triaryl-quinoline-3-methanol derivatives. The absorption and emission spectra were measured for the 4,6,8-triarylquinoline-3-carbaldehydes and their derivatives in selected solvents of different polarity.
Keywords: 6,8-dibromo-4-chloroquinoline-3-carbaldehyde; Suzuki-Miyaura cross-coupling; 4,6,8-triaryl/(triarylvinyl)quinoline-3-carbaldehydes; 4,6,8-triaryl-3-(4-fluorophenyl)amino)-N-(quinolin-3-yl)methylenes; 4,6,8-triarylquinoline-3-methanol; photophysical properties 6,8-dibromo-4-chloroquinoline-3-carbaldehyde; Suzuki-Miyaura cross-coupling; 4,6,8-triaryl/(triarylvinyl)quinoline-3-carbaldehydes; 4,6,8-triaryl-3-(4-fluorophenyl)amino)-N-(quinolin-3-yl)methylenes; 4,6,8-triarylquinoline-3-methanol; photophysical properties
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Mphahlele, M.J.; Adeloye, A.O. 4,6,8-Triarylquinoline-3-carbaldehyde Derivatives: Synthesis and Photophysical Properties. Molecules 2013, 18, 15769-15787.

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