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Synthesis of Fluorinated Dialkyl Carbonates from Carbon Dioxide as a Carbonyl Source.

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Fluorinated dialkyl carbonates, which serve as environmentally benign phosgene substitutes, were successfully produced from carbon dioxide either directly or indirectly. Nucleophilic addition of 2,2,2-trifluoroethanol to carbon dioxide and subsequent reaction… Click to show full abstract

Fluorinated dialkyl carbonates, which serve as environmentally benign phosgene substitutes, were successfully produced from carbon dioxide either directly or indirectly. Nucleophilic addition of 2,2,2-trifluoroethanol to carbon dioxide and subsequent reaction with 2,2,2-trifluoroethyltriflate ( E OTf ) afforded bis (2,2,2-trifluoroethyl) carbonate ( 1 ) in up to 79%. Additionally, carbonate 1 was obtained by the stoichiometric reaction of E OTf and cesium carbonate. Although bis (1,1,1,3,3,3-hexafluoro-2-propyl) carbonate ( 3 ) was difficult to be obtained by either of the above two methods, it could be synthesized by the transesterification of carbonate 1 .

Keywords: dioxide carbonyl; fluorinated dialkyl; dialkyl carbonates; carbon dioxide; synthesis fluorinated; carbonates carbon

Journal Title: ChemSusChem
Year Published: 2020

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