Enantiomeric Recognition of Organic Ammonium Salts by Chiral Pyridino-18-Crown-6 Ligands: A Short Review
- 1 January 1992
- journal article
- research article
- Published by Taylor & Francis in Journal of Coordination Chemistry
- Vol. 27 (1-3), 105-114
- https://doi.org/10.1080/00958979209407947
Abstract
A short review of enantiomeric recognition of chiral organic ammonium salts by chiral pyridino-18-crown-6 ligands is presented. Topics include preparation of chiral macrocycles and details of enantiomeric recognition as determined by 1H NMR and calorimetry techniques. The chiral pyridino-18-crown-6 ligands containing two tert-butyl or two phenyl substituents on chiral macroring carbon atoms exhibited the highest recognition for the enantiomers of [α-(1-naphthyl)ethyl]ammonium perchlorate of any chiral pyridino-18-crown-6 ligands studied.Keywords
This publication has 33 references indexed in Scilit:
- Evaluation of a direct1H NMR method for determining logK and ?H values for crown ether -alkylammonium cation complexationJournal of inclusion phenomena and molecular recognition in chemistry, 1992
- Enantiomeric recognition of organic ammonium salts by chiral dialkyl-, dialkenyl-, and tetramethyl-substituted pyridino-18-crown-6 and tetramethyl-substituted bispyridino-18-crown-6 ligands: comparison of temperature-dependent proton NMR and empirical force field techniquesThe Journal of Organic Chemistry, 1990
- Molecular recognition directed self-assembly of ordered supramolecular strands by cocrystallization of complementary molecular componentsJournal of the Chemical Society, Chemical Communications, 1990
- The first fluorinated cyclamsJournal of the American Chemical Society, 1988
- The preparation of new chiral diphenyl‐substituted macrocyclic polyether‐diester compounds and their enantiomeric recognition of chiral organic ammonium saltsJournal of Heterocyclic Chemistry, 1984
- Enantiomeric recognition of organic ammonium salts by chiral crown ethers based on the pyridino-18-crown-6 structureThe Journal of Organic Chemistry, 1984
- Molecular catalysis: enhanced rates of thiolysis with high structural and chiral recognition in complexes of a reactive macrocyclic receptor moleculeJournal of the Chemical Society, Chemical Communications, 1978
- To enzyme analogues by lock and key chemistry with crown compounds. Part 1. Enantiomeric differentiation by configurationally chiral cryptands synthesised from L-tartaric acid and D-mannitolJournal of the Chemical Society, Perkin Transactions 1, 1977
- Calorimetric titration study of the interaction of some uni- and bivalent cations with benzo-15-crown-5, 18-crown-6, dibenzo-24-crown-8, and dibenzo-27-crown-9 in methanol-water solvents, at 25.degree.C and .mu. = 0.1Journal of the American Chemical Society, 1976
- Cyclic polyethers and their complexes with metal saltsJournal of the American Chemical Society, 1967