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

Organic & Biomolecular Chemistry Pub Date: 2003-01-20 DOI: 10.1039/B210887A

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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