Accession Number:

ADA279893

Title:

Thermodynamic and NMR Studies of Solvent Effect on Enantiomeric Recognition for a Chiral Organiz Ammonium Cation by Chiral Diketopyridino-18- Crown-6 Type Ligands at 25.0 deg C.

Descriptive Note:

Technical rept.,

Corporate Author:

BRIGHAM YOUNG UNIV PROVO UT DEPT OF CHEMISTRY

Personal Author(s):

• Zhang, Xian X.
• Izatt, Reed M.
• Zhu, Cheng Y.
• Bradshaw, Jerald S.

Report Date:

1994-05-11

Pagination or Media Count:

19.0

Abstract:

Three chiral diketopyridino-18-crown-6 type macrocycles have been shown to exhibit a high degree of enantiomeric recognition toward alpha-1- naphthylethylammonium perchlorate NapEt in various ratios of chloroform methanol CDCl3CD3OD and 1,2-dichloroethanemethanol C2H4Cl2CH3OH solvent mixtures from 100 to 10 methanol component. In most cases differences in log K values deltalog K for R- and S-NapEt complexation with the chiral macrocycles are larger than 0.5. The degree of the enantiomeric recognition indicated by the deltalog K value changes noticeably with the binary solvent components. The recognition is better in the solvents having a moderate methanol component than in the binary solvents having either a high a low methanol component. The highest degree of recognition is observed in 64 vv CDCl3 CD3OD and C2H4Cl2CH3OH solvent mixtures and in a 73 vv C2H4Cl2CH3OH mixture for chiral S,S-1 macrocycle. Author

Descriptors:

• *CATIONS
• *NUCLEAR MAGNETIC RESONANCE
• *ORGANIC COMPOUNDS
• *SOLVENTS
• *AMMONIUM COMPOUNDS
• *KETONES
• *PYRIDINES
• *THERMODYNAMICS
• SYNTHESIS
• ETHANES
• ETHYL RADICALS
• PERCHLORATES
• BINARY COMPOUNDS
• CHLOROFORM
• CHLORINE
• MOLECULAR PROPERTIES
• SEPARATION
• RECOGNITION
• ETHERS
• ENZYMES
• METHANOLS
• LIGANDS

Subject Categories:

• Inorganic Chemistry
• Organic Chemistry
• Physical Chemistry
• Atomic and Molecular Physics and Spectroscopy

Distribution Statement:

APPROVED FOR PUBLIC RELEASE