Development of sustainable fluorous chemistry: the synthesis and characterization of fluorous ethers with nonafluoro-tert-butoxy groups?
Organic Chemistry Frontiers Pub Date: 2014-10-13 DOI: 10.1039/C4QO00192C
Abstract
Nonafluoro-t-butyl propyl (1), allyl (2), and propargyl (3) ethers as well as 1,2-bis(nonafluoro-t-butoxy)ethane (4), 1,3-bis(nonafluoro-t-butoxy)-propane (5), and 1,4-bis(nonafluoro-t-butoxy)-butane (6) were prepared by the reaction of sodium nonafluoro-t-butoxide (7) with the corresponding alkyl halides in good yields. Their fluorous partition coefficients and toxicity were also investigated. Computational studies have shown that 4, 5 and 6 exist in a monomeric form in MeOH–CF3C6F11 and they likely aggregate to form oligomers in PhCH3–CF3C6F11.
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Journal Name：Organic Chemistry Frontiers
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