Effect of Protonation on the Conformation of Cinchonidine

The protonation of cinchona alkaloids in solution leads to the severe restriction of their internal rotational degrees of freedom and to the locking of the molecule around a specific conformation held in place by a bridging counterion of the acid used for protonation. For HF, direct interactions wer...

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Veröffentlicht in:	Journal of the American Chemical Society 2006-12, Vol.128 (49), p.15594-15595
Hauptverfasser:	Olsen, Ryan A, Borchardt, Dan, Mink, Larry, Agarwal, Arun, Mueller, Leonard J, Zaera, Francisco
Format:	Artikel
Sprache:	eng
Schlagworte:	Chemistry Cinchona Alkaloids - chemistry Exact sciences and technology General and physical chemistry Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Magnetic Resonance Spectroscopy - methods Organic chemistry Preparations and properties Protein Conformation Protons
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creator	Olsen, Ryan A Borchardt, Dan Mink, Larry Agarwal, Arun Mueller, Leonard J Zaera, Francisco
description	The protonation of cinchona alkaloids in solution leads to the severe restriction of their internal rotational degrees of freedom and to the locking of the molecule around a specific conformation held in place by a bridging counterion of the acid used for protonation. For HF, direct interactions were detected by NMR between the fluorine anion and not only with the acidic hydroxo group but also with non-acidic hydrogen atoms in the quinoline ring.
doi_str_mv	10.1021/ja066989s
format	Article
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subjects	Chemistry Cinchona Alkaloids - chemistry Exact sciences and technology General and physical chemistry Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Magnetic Resonance Spectroscopy - methods Organic chemistry Preparations and properties Protein Conformation Protons
title	Effect of Protonation on the Conformation of Cinchonidine
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