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Issue 3, 2003
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Investigations into the mechanism of action of nitrobenzene as a mild dehydrogenating agent under acid-catalysed conditions

M. Lurdes S. Cristiano,a   David J. P. Gago,a   Antonio M. d'A. Rocha Gonsalves,b   Robert A. W. Johnstone,*c   Moya McCarronc  and  Jorge M. T. B. Varejãocd  
Author affiliations

* Corresponding authors

a FCT, Universidade do Algarve, Campus de Gambelas, Faro 8000, Portugal

b Departamento de Quimica, Universidade de Coimbra, Coimbra 3000, Portugal

c Department of Chemistry, University of Liverpool, Liverpool, UK

d Escola Superior Agraria, IPC, Bencanta, Coimbra 3040, Portugal

Abstract

Protonated nitrobenzene can be used to dehydrogenate a range of hydrocarbons, which already possess at least one double bond. Kinetic and spectroscopic results, together with known electrode potentials, yield approximate limits within which protonated nitrobenzenes can be expected to effect dehydrogenation of hydroaromatic compounds. A high yielding synthesis of benzo[j]fluoranthene is described.

Graphical abstract: Investigations into the mechanism of action of nitrobenzene as a mild dehydrogenating agent under acid-catalysed conditions

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Article information

https://doi.org/10.1039/B210887A
Submitted
05 Nov 2002
Accepted
12 Dec 2002
First published
20 Jan 2003
Org. Biomol. Chem., 2003,1, 565-574
Article type
Paper
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Investigations into the mechanism of action of nitrobenzene as a mild dehydrogenating agent under acid-catalysed conditions

M. L. S. Cristiano, D. J. P. Gago, A. M. d'A. Rocha Gonsalves, R. A. W. Johnstone, M. McCarron and J. M. T. B. Varejão, Org. Biomol. Chem., 2003, 1, 565
DOI: 10.1039/B210887A

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