Base-Free Generation of Organic Electron Donors from Air-Stable Precursors

Angew Chem Int Ed Engl. 2018 Mar 12;57(12):3148-3153. doi: 10.1002/anie.201713079. Epub 2018 Feb 15.

Abstract

Organic electron donors (OEDs) are powerful reducing agents recognized for their potential in the reduction of challenging substrates and in original applications. Nonetheless, their low stability in atmospheric oxygen or over time complicates their manipulation and storage. To overcome these constraints and enhance OED practicality, new air- and moisture-stable aminopyridinium carboxylate and carbonate precursors were synthesized and thermally activated to generate the potent electron donor in situ. Carboxylate adducts proved to be excellent latent OED systems, enabling the facile and efficient reduction of challenging substrates. Their reduction properties were correlated to their structural characteristics by thermogravimetric and spectroscopic analysis.

Keywords: carboxylate adducts; decarboxylation; electron transfer; organic electron donors; reduction.

Publication types

  • Research Support, Non-U.S. Gov't