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Open Access Reductive Cleavage of 2,2,2-Trichloroethyl Esters by Titanocene Catalysis

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Esters are of widespread use for protecting carboxylic acids in organic synthesis. However, methods to cleave esters often employ harsh conditions. Herein, we report a new and mild method for the reductive cleavage of 2,2,2-trichloroethylesters (TCE esters). Our radical method employs Cp2TiCl as an electron transfer catalyst and Zn dust as stoichiometric reducing agent. It avoids the use of strong Brønstedt-acids as well as aqueous conditions and can be carried out at room temperature.

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Keywords: CATALYSIS; PROTECTING GROUPS; RADICALS; SYNTHESIS; TITANOCENES

Document Type: Research Article

Affiliations: University of Bonn, Department of Organic Chemistry, Gerhard Domagk Straße 1, DE-53121 Bonn, Switzerland

Publication date: June 1, 2012

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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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