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Synthesis and Conformational Studies of an Asymmetrical Dibenzo-16-crown-5 Carboxylic Acid

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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.

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Authors and Affiliations

  1. Department of Chemistry, Konyang University, Nonsan, 320-711

    Jong Seung Kim

  2. Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX, 79409, U.S.A.

    Richard A. Bartsch & Visvanathan Ramesh

Authors
  1. Jong Seung Kim
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  2. Richard A. Bartsch
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  3. Visvanathan Ramesh
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Kim, J.S., Bartsch, R.A. & Ramesh, V. Synthesis and Conformational Studies of an Asymmetrical Dibenzo-16-crown-5 Carboxylic Acid. Journal of Inclusion Phenomena 36, 287–299 (2000). https://doi.org/10.1023/A:1008078220916

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  • DOI: https://doi.org/10.1023/A:1008078220916

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