Issue 21, 1984

Basicity and structure of 2,6-pyrido-crown ethers; the effect of ringsize, solvent interactions, and hydrogen bonding

Abstract

The acidity of 2,6-pyridinium-crown ethers (1) varies with the ringsize [pKa 4.88(15-membered ring), 4.95 (18-), 4.16(21-), 3.95 (24-), 3.70(27-), 3.53(30-); H2O, 25.0 °C]; X-ray analyses of the 2,6-pyrido-18-crown-6·H2O·HClO4 complex and the free 2,6-pyrido-18-crown-6 point to specific intra-annular hydration.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1984, 1412-1413

Basicity and structure of 2,6-pyrido-crown ethers; the effect of ringsize, solvent interactions, and hydrogen bonding

P. D. J. Grootenhuis, C. J. van Staveren, H. J. den Hertog, D. N. Reinhoudt, M. Bos, J. W. H. M. Uiterwijk, L. Kruise and S. Harkema, J. Chem. Soc., Chem. Commun., 1984, 1412 DOI: 10.1039/C39840001412

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