Selenide Ions as Catalysts for Homo- and Crossed-Tishchenko Reactions of Expanded Scope
Simon P. Curran and Stephen J. Connon*
*School of Chemistry, Centre for Synthesis and Chemical Biology, Trinity Biomedical Sciences Institute, University of Dublin, Trinity College, Dublin 2, Ireland, Email: connonstcd.ie
S. P. Curran, S. J. Connon, Org. Lett., 2012, 14, 1074-1077.
DOI: 10.1021/ol203439g (free Supporting Information)
For Tishchenko reactions, selenide ions are superior catalysts to previously reported thiolate analogues. These catalysts promote the disproportionation of aldehydes with increased reaction rates and broader scope at lower catalyst loadings and temperatures. Significantly improved catalyst performance was also observed in the aryl selenide mediated crossed intermolecular Tishchenko reaction.
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S. P. Curran, S. J. Connon, Angew. Chem. Int. Ed., 2012, 51, 10866-10870.