Open AccessReductive Cleavage of 2,2,2-Trichloroethyl Esters by Titanocene Catalysis
Author(s) -
Andreas Gansäuer,
Tobias Dahmen
Publication year - 2012
Publication title -
chimia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.387
H-Index - 55
eISSN - 2673-2424
pISSN - 0009-4293
DOI - 10.2533/chimia.2012.433
Subject(s) - cleave , chemistry , catalysis , cleavage (geology) , aqueous solution , stoichiometry , reducing agent , organic chemistry , combinatorial chemistry , enzyme , materials science , composite material , fracture (geology)
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.