Abstract
The formation of inherently chiral calix[4]arenes by the intramolecular cyclization approach suffers from a limited number of suitable substrates for these reactions. Here, we report an easy way to prepare one class of such compounds: calixquinolines, which can be obtained by the reaction of aldehydes with easily accessible aminocalix[4]arenes in acidic conditions (Doebner–Miller reaction). The synthetic procedure represents a very straightforward approach to the inherently chiral macrocyclic systems. The complexation studies revealed the ability of these compounds to complex quaternary ammonium salts with different stoichiometries depending on the guest molecules. At the same time, the ability of enantioselective complexation of chiral N-methylammonium salts was demonstrated.
Subject
Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science
Reference33 articles.
1. Gutsche, C.D. (2008). Calixarenes: An Introduction, RSC Publishing.
2. Mandolini, L., and Ungaro, R. (2000). Calixarenes in Action, Imperial College Press.
3. Vicens, J., Harrowfield, J., and Baklouti, L. (2007). Calixarenes in the Nanoworld, Springer.
4. Neri, P., Sessler, J.L., and Wang, M.X. (2016). Calixarenes and Beyond, Springer.
5. Calixarene-Based Fluorescent Molecular Sensors for Toxic Metals;Leray;Eur. J. Inorg. Chem.,2009
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