Stereoselectivity in complexation of primary alkylammonium cations by the diastereotopic faces of chiral asymmetric crowns
- 1 January 1977
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 14,p. 481-483
- https://doi.org/10.1039/c39770000481
Abstract
The temperature-dependent 1H n.m.r. spectra of the 1:1 complexes formed between crowns D-(1), DD-(2), D-(3), and DD-(4) and primary alkylammonium cations in solution are interpreted in terms of equilibria involving diastereoisomeric complexes of (i) similar strengths in the case of the galacto-crowns D-(1) and DD-(2) and (ii) dissimilar strengths in the case of the gluco-crowns D-(3) and DD-(4) where a secondary interaction of a dipole-induced dipole type appears to be responsible for the stereoselectivity.Keywords
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