Exploring the relationship between the conformation and pKa: can a pKavalue be used to determine the conformational equilibrium?

Autor:	Mikael Bols, Stephan P. A. Sauer, Jacob Ingemar Olsen, Christian Pedersen
Rok vydání:	2015
Předmět:	Crystallography Chemistry Ph induced Organic Chemistry Physical and Theoretical Chemistry Biochemistry Value (mathematics) Conformational isomerism
Zdroj:	Organic & Biomolecular Chemistry. 13:3116-3121
ISSN:	1477-0539 1477-0520
Popis:	Four substituted cis and trans-4,5-dihydroxyhexahydropyridazines that were expected to undergo pH induced conformational switching were synthesized and carefully investigated by NMR analyses and calculations. For two of the compounds a large difference in pKa existed between the two possible chair conformers and for one compound this resulted in conformational switching as a result of pH change. For the first time it is shown that the pKa directly reflects the conformational equilibrium of conformers.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::766853559c8024b1aba05ec7f35e1fdc https://doi.org/10.1039/c4ob02630f Zobrazit plný text záznamu