Working Paper
Authors
- Robert Wethman ,
- Joseph Derosa ,
- Van Tran ,
- Taeho Kang ,
- Omar Apolinar ,
- Anuji Abraham ,
- Roman Kleinmans ,
- Steven Wisniewski ,
- John Coombs ,
- Keary Engle
The Scripps Research Institute
Abstract
The decomposition of primary sodium alkoxide salts under ambient storage conditions and the effects of this phenomenon on commonly employed transition-metal-catalyzed cross-coupling reactions are described. By utilizing NMR, IR, and Raman spectroscopy, along with a modified Karl Fischer analysis, the main inorganic degradants were characterized, and CO2 in the air was found to be a critical reactant within the decomposition process. The effects of storage conditions on decomposition were evaluated, and the preliminary experiments to understand the kinetics of this process were performed.
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Supporting Info