Long-range Effect of Bromine in the Deprotonative Metalation of Aromatic Compounds

Authors

  • Florence Mongin Chimie et Photonique Moléculaires, Institut des Sciences Chimiques de Rennes, UMR 6226, Université de Rennes 1-CNRS, Bâtiment 10A, Case 1003, Campus de Beaulieu, 35042 Rennes, France;, Email: florence.mongin@univ-rennes1.fr

DOI:

https://doi.org/10.2533/chimia.2016.48

Keywords:

Acidity, Aromatic compounds, Deprotonative metalation, Long-range effects, Substituent effects

Abstract

Deprotonative metalation has been largely used to functionalize aromatic compounds. The efficiency of such reactions, as well as their regioselectivity, depends on the substituents connected to the rings. In contrast with other groups such as fluorine and methoxy, bromine exhibits a long-range acidifying effect. Here we try to depict this particular effect of bromine through different examples in which deprotometalation takes place at a remote position.
CHIMIA Vol. 70 No. 1-2 (2016): The French Connection

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Published

2016-02-24

Issue

Vol. 70 No. 1-2 (2016): The French Connection

Section

Scientific Articles

License

Copyright (c) 2016 Swiss Chemical Society

Creative Commons License

This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.

How to Cite

[1]
F. Mongin, Chimia 2016, 70, 48, DOI: 10.2533/chimia.2016.48.