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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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

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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