Direct Evidence for Arylmethyl Ether Coordination of Sodium and Potassium Cations: An Electrospray Ionization Mass Spectrometry Study

Keshi Wang, Xianlin Han, Richard W. Gross, George W. Gokel

Research output: Contribution to journalArticle

34 Scopus citations

Abstract

Evidence is presented for complexation between sodium and potassium cation (1 mM) and the simple ethers dibenzyl ether, bis(p-methoxybenzyl) ether, bis(p-nitrobenzyl) ether, or bis(ferrocenylmethyl) ether (concentration 0.01–10 mM). Complexation was assessed by electrospray ionization mass spectrometry of chloroform–methanol solutions of the ethers and cations. Adducts of the type [ethen·cation]+ and [ether2·cation]+ were observed for each of the ethers along with [CH3OH·cation·ether]+. These species presumably arise from the chloroform–methanol solvent but [CH3OH·cation·ether]+ are never dominant. A clear correlation of adduct stability with ether donicity was observed and suggests that complexation between ethers and cations can be assessed quantitatively by this technique.

Original languageEnglish (US)
Pages (from-to)7680-7686
Number of pages7
JournalJournal of the American Chemical Society
Volume117
Issue number29
DOIs
StatePublished - Jan 1 1995
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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