Dehydrobromination of 1,1-diaryl-1,2-dibromoalkanes catalyzed by iron and iron bromides. An ion-pair-mediated reaction?-Reference-Cited by-同舟云学术

Dehydrobromination of 1,1-diaryl-1,2-dibromoalkanes catalyzed by iron and iron bromides. An ion-pair-mediated reaction?

Published:1995-01-01 Issue:1 Volume:73 Page:56-60
ISSN:0008-4042
Container-title:Canadian Journal of Chemistry
language:en
Short-container-title:Can. J. Chem.

Author:

Suárez Angela R.,Suárez Alejandra G.,Martín Sandra E.,Mazzieri María R.

Abstract

The participation of ion-paired Lewis acid/Lewis base in the dehydrohalogenations of 1,2-dibromo-1,1 -diarylalkanes catalyzed by Fe0 and by Fe(II) and Fe(III) bromides was investigated. The reactivities of the catalyst employed were correlated with their chemical hardness. The influence of para substituents on the phenyl rings of the substrates and the results obtained in Lewis-acid-catalyzed and thermal dehydrobromination of the same compounds were compared. The experimental results could not be explained in terms of a Lewis-acid-catalyzed dehydrobromination. Keywords: dehydrohalogenation, bromoalkanes, Lewis acid catalysts, ion-pair mechanism.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

Link

http://www.nrcresearchpress.com/doi/pdf/10.1139/v95-008

Reference11 articles.

1. Dehydrohalogenation of vic-dibromoethanes catalyzed by iron

2. Organometallic intermediates in dehydrobrominations catalyzed by metals and metal bromides

3. The Mechanism of Contact Elimination, A Contribution to Understanding the Function of Polar Catalysts

4. Reactions of atomic metal ions with alkyl halides and alcohols in the gas phase

5. Gas-phase chemistry of lithium(+) with monofunctional and .alpha.,.omega.-bifunctional organic molecules. How does the presence of a second functional group enhance reactivity?

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