Next Article in Journal
Conjugates of 1'-Aminoferrocene-1-carboxylic Acid and Proline: Synthesis, Conformational Analysis and Biological Evaluation
Previous Article in Journal
Anti-Inflammatory Effect of the Blueberry Anthocyanins Malvidin-3-Glucoside and Malvidin-3-Galactoside in Endothelial Cells
Article Menu

Export Article

Open AccessArticle
Molecules 2014, 19(8), 12842-12851; https://doi.org/10.3390/molecules190812842

Unusual Product Distribution from Friedländer Reaction of Di- and Triacetylbenzenes with 3-Aminonaphthalene-2-carbaldehyde and Properties of New Benzo[g]quinoline-Derived Aza-aromatics

College of Pharmacy, Yeungnam University, Gyeongsan 712-749, Korea
*
Author to whom correspondence should be addressed.
Received: 23 July 2014 / Revised: 13 August 2014 / Accepted: 14 August 2014 / Published: 21 August 2014
(This article belongs to the Section Molecular Diversity)
Full-Text   |   PDF [1477 KB, uploaded 22 August 2014]   |  

Abstract

The Friedländer reactions of acetylbenzenes and 2-acetylpyridine with 3-aminonaphthalene-2-carbaldehyde afforded the corresponding 2-phenylbenzo[g]quinoline and 2-(pyrid-2-yl)benzo[g]quinoline, respectively. The same reactions of 3-aminonaphthalene-2-carbaldehyde with 1,2-, 1,3-, 1,4-di- and 1,3,5-triacetylbenzenes, however, afforded a series of corresponding (benzo[g]quinolin-2-yl)benzenes as new N,C-bidentate and unexpected benzo[g]quinoline. Crystallinity, thermal properties, absorption and emission spectral properties of the products were studied. View Full-Text
Keywords: Friedländer reactions; benzo[g]quinoline; 2-phenylbenzo[g]quinoline; 2-(pyrid-2-yl)benzo[g]quinoline; 1,3-di(benzo[g]quinolin-2-yl)benzene; 1,3,5-tri(benzo[g]quinolin-2-yl)benzene; N,C-bidentate; photoluminescence Friedländer reactions; benzo[g]quinoline; 2-phenylbenzo[g]quinoline; 2-(pyrid-2-yl)benzo[g]quinoline; 1,3-di(benzo[g]quinolin-2-yl)benzene; 1,3,5-tri(benzo[g]quinolin-2-yl)benzene; N,C-bidentate; photoluminescence
Figures

Graphical abstract

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Supplementary material

SciFeed

Share & Cite This Article

MDPI and ACS Style

Karim, M.; Jahng, Y. Unusual Product Distribution from Friedländer Reaction of Di- and Triacetylbenzenes with 3-Aminonaphthalene-2-carbaldehyde and Properties of New Benzo[g]quinoline-Derived Aza-aromatics. Molecules 2014, 19, 12842-12851.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top