Synthesis and conformational studies of an asymmetrical dibenzo-16-crown-5 carboxylic acid

Jong Seung Kim, Richard A. Bartsch, Visvanathan Ramesh

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

Asymmetrical cis-5,6-dimethyl-6-oxyacetoxy-(2,3)(9,10)-dibenzo-16-crown-5 was synthesized by a multi-step sequence and its stereochemistry determined by NOE experiments. Introduction of the 6-methyl group markedly reduces the stability constant for complexation of Na+ and K+ by the ionized form of the lariat ether carboxylic acid.

Original languageEnglish
Pages (from-to)287-299
Number of pages13
JournalJournal of Inclusion Phenomena
Volume36
Issue number3
DOIs
Publication statusPublished - 2000 Mar
Externally publishedYes

Bibliographical note

Funding Information:
This research was supported by the Division of Chemical Sciences of the Office of Basic Sciences of the US department of Energy through grant DE-FG03-94ER14416.

Keywords

  • Complexation
  • Crown ether
  • NMR

ASJC Scopus subject areas

  • Food Science
  • Chemistry(all)
  • Condensed Matter Physics

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