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Exploration of chiral Lewis acid Mg2+ catalysts in the synthesis of aryl organophosphate triesters from phosphorus oxychloride through a three-step,two-pot substitution sequence
Authors:Emily Granger  Katarzyna Solomianko  Cori Young  Jeremy Erb
Institution:The Integrative Science and Engineering Center, Department of Chemistry, University of Dayton, 300 College Park, Dayton, OH 45469-2357, United States
Abstract:A variety of nucleophilic and Lewis acid catalysts were examined for use in promoting the synthesis of organophosphate triesters. Eight novel organophosphate triesters are reported here for the first time. MgSO4 was discovered as an inexpensive catalyst capable of improving the synthesis of a variety of aryl organophosphate triesters from the readily available and low cost precursor phosphorus oxychloride in a three-step, two-pot sequence. Yields for this method improve upon the uncatalyzed method by 8–36%. Several chiral catalysts were tested, but none were able to induce enantioselectivity in the reaction.
Keywords:Aryl organophosphate triester  Catalysis  Magnesium  Lewis acid
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