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

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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.

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Keywords: ACIDITY; AROMATIC COMPOUNDS; DEPROTONATIVE METALATION; LONG-RANGE EFFECTS; SUBSTITUENT EFFECTS

Document Type: Research Article

Affiliations: 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: [email protected]

Publication date: February 1, 2016

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  • International Journal for Chemistry and Official Membership Journal of the Swiss Chemical Society (SCS) and its Divisions

    CHIMIA, a scientific journal for chemistry in the broadest sense, is published 10 times a year and covers the interests of a wide and diverse readership. Contributions from all fields of chemistry and related areas are considered for publication in the form of Review Articles and Notes. A characteristic feature of CHIMIA are the thematic issues, each devoted to an area of great current significance.

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