Development of sustainable fluorous chemistry: the synthesis and characterization of fluorous ethers with nonafluoro-tert-butoxy groups

See Wing Lo, Edwin Law, Matthew Y. Lui, Xi Guang Wei, Kai Chung Lau*, Chui Y. Ma, Margaret B. Murphy*, István T. Horváth*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)1180-1187
Number of pages8
JournalOrganic Chemistry Frontiers
Volume1
Issue number10
DOIs
Publication statusPublished - 1 Dec 2014
Externally publishedYes

Scopus Subject Areas

  • Organic Chemistry

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