Issue 12, 2002
From the journal:

Journal of the Chemical Society, Perkin Transactions 2

Solution phase, solid state and computational structural studies of the 2-aryl-3-bromoquinolin-4(1H)-one derivatives1

Malose J. Mphahlele,*a   Manuel A. Fernandes,b   Ahmed M. El-Nahas,c   Henrik Ottosson,c   Stephen M. Ndlovu,a   Happy M. Sithole,d   Bongumusa S. Dladlaa  and  Danita De Waale  

* Corresponding authors

a Department of Chemistry and Biochemistry, Medical University of Southern Africa, PO Box 235, Medunsa 0204, South Africa

b School of Chemistry, University of the Witwatersrand, PO Wits, 2050, South Africa

c Department of Organic Chemistry, Institute of Chemistry, University of Uppsala, Box 531, 751 21 Uppsala, Sweden

d Material Modelling Center, University of the North, Private Bag X1106, Sovenga 0727, South Africa

e Department of Chemistry, University of Pretoria, Pretoria 001, South Africa

Abstract

The structures of the potentially tautomeric 2-aryl-3-bromoquinolin-4(1H)-ones were studied using spectroscopic (NMR, IR and mass), X-ray crystallographic and computational techniques. These systems are found to exist in solution (1H NMR and 13C NMR) and solid state (IR and X-ray) as the NH-4-oxo derivatives, and their carbonyl nature is also corroborated by comparison of their spectroscopic data with those of the corresponding N-methylated and O-methylated derivatives. The presence of the quinolinol (hydroxyquinoline) isomer in the gas phase is confirmed by low and high resolution mass spectrometry.

Graphical abstract: Solution phase, solid state and computational structural studies of the 2-aryl-3-bromoquinolin-4(1H)-one derivatives1

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Article information

DOI
https://doi.org/10.1039/B206657B
Article type
Paper
Submitted
09 Jul 2002
Accepted
17 Sep 2002
First published
29 Oct 2002

J. Chem. Soc., Perkin Trans. 2, 2002, 2159-2164

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Solution phase, solid state and computational structural studies of the 2-aryl-3-bromoquinolin-4(1H)-one derivatives

M. J. Mphahlele, M. A. Fernandes, A. M. El-Nahas, H. Ottosson, S. M. Ndlovu, H. M. Sithole, B. S. Dladla and D. De Waal, J. Chem. Soc., Perkin Trans. 2, 2002, 2159 DOI: 10.1039/B206657B

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