Dependence of the Log K Values for the Interaction of Chiral Dimethylpyridino-18-Crown-6 with Alpha-(1-Naphthylethyl) Ammonium Perchlorate on Several Solvent Parameters

Abstract

The log K values for the complexation of chiral dimentylpyridino-18-crown-6 with the (R)- and (S)- enantimoers of alpha-(1-naphthylethyl)ammonium percholrate were determined by the direct (1)H NMR technique(1) in a variety of solvents. The crown and salt are shown in Figure 1 along with the log K values. It is clear from the data in Figure 1 that the magnitude of log K correlates well with the solvent donor number (DN) but there is no correlation between log K values and the dielectric constant (epsilon/tau), acceptor number (AN) or empirical polarity (E/TAU(N)) of each solvent. Solvents with low donor numbers allowed the most stable complexation as would be expected. Solvents with high donor numbers would form strong solvent associations with the guest so that guest molecules would be less available for the chiral ligand. DMSI-d(s) associates so strongly with the ammonium salt that no complexation with the ligand was observed.

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Document Details

Document Type
Technical Report
Publication Date
May 20, 1991
Accession Number
ADA236088

Entities

People

  • C. Y. Zhu
  • J. S. Bradshaw
  • Reed Izatt

Organizations

  • Brigham Young University

Tags

DTIC Thesaurus Topics

  • Abstracts
  • Ammonium Perchlorate
  • Availability
  • Classification
  • Crown Ethers
  • Dielectric Permittivity
  • Identification
  • Military Research
  • Monitoring
  • Perchlorates
  • Polarity
  • Recognition
  • Security

Fields of Study

  • Chemistry

Readers

  • Materials Science and Engineering.
  • Organic Chemistry
  • Regression Analysis.