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Investigation of main group promoted carbon dioxide reduction. | LitMetric

Investigation of main group promoted carbon dioxide reduction.

Tetrahedron

Department of Chemistry, Washington State University, Pullman, WA 99164 USA.

Published: April 2019

AI Article Synopsis

  • * It was found that the thermodynamic favorability for CO insertion improves with more reducing main group hydrides—a 10 kcal/mol increase boosts CO insertion by 35%.
  • * The study also revealed that forming a main group formate from CO makes it slightly less reducing than its precursor hydride, and when a second Lewis acid coordinates to the formate, its reducing ability drops further by about 20%.

Article Abstract

The reduction of carbon dioxide (CO) is of interest to the chemical industry, as many synthetic materials can be derived from CO. To help determine the reagents needed for the functionalization of carbon dioxide this experimental and computational study describes the reduction of CO to formate and CO with hydride, electron, and proton sources in the presence of sterically bulky Lewis acids and bases. The insertion of carbon dioxide into a main group hydride, generating a main group formate, was computed to be more thermodynamically favorable for more hydridic (reducing) main group hydrides. A ten kcal/mol increase in hydricity (more reducing) of a main group hydride resulted in a 35% increase in the main group hydride's ability to insert CO into the main group hydride bond. The resulting main group formate exhibited a hydricity (reducing ability) about 10% less than the respective main group hydride prior to CO insertion. Coordination of a second identical Lewis acid to a main group formate complex further reduced the hydricity by about another 20%. The addition of electrons to the CO adduct of BuP and B(CF) resulted in converting the sequestered CO molecule to CO. Reduction of the CO adduct of BuP and B(CF) with both electrons and protons resulted in only proton reduction.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6440204PMC
http://dx.doi.org/10.1016/j.tet.2019.02.029DOI Listing

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