Volume 29, Issue 40
Preparative Organic Chemistry
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ChemInform Abstract: Thermally Induced Cyclodehydrogenation of Biaryls: A Simple Radical Reaction or a Sequence of Rearrangements?

J. CIOSLOWSKI

J. CIOSLOWSKI

Dep. Chem., Fla. State Univ., Tallahassee, FL 32306, USA

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P. PISKORZ

P. PISKORZ

Dep. Chem., Fla. State Univ., Tallahassee, FL 32306, USA

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D. MONCRIEFF

D. MONCRIEFF

Dep. Chem., Fla. State Univ., Tallahassee, FL 32306, USA

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First published: 19 June 2010

Abstract

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ChemInform Abstract

The first direct radical pathway from 1-phenylnaphthalene to fluoranthene predominates at lower temperatures. The second pathway involves an arylaryne/anellated cyclopentadienylidenecarbene mechanism. The third pathway involves direct equilibration and is associated with very high activation energies, so that an operation under normal pyrolytic conditions is not probable.

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