Coupled hydrogen-bonding interactions between β-carboline derivatives and acetic acid

Autor:	Fernando Hallwass, Simone M. C. Gonçalves, J. J. Camacho, D. Reyman
Rok vydání:	2007
Předmět:	Chemistry beta-Carboline Hydrogen bond Chemical shift General Chemistry Carbon-13 NMR Ring (chemistry) Medicinal chemistry Acetic acid chemistry.chemical_compound Molecule Organic chemistry General Materials Science Harmane
Zdroj:	Magnetic Resonance in Chemistry. 45:830-834
ISSN:	0749-1581
DOI:	10.1002/mrc.2049
Popis:	In this work, we have analysed the tendency of two beta-carboline derivatives, harmane and norharmane, in the formation of hydrogen bonds. We obtained the (1)H and (13)C NMR spectra of different mixtures of these derivatives with acetic acid (AcOH) in CDCl(3). A cyclic 1:3 complex is proposed between harmane and AcOH, while a 1:2 complex is proposed for norharmane. Chemical shifts at temperatures between 233 and 323 K were measured: lowering the temperature produces the same effect as increasing the amount of AcOH in solution. The (13)C data confirm a delocalisation of the pi electron density towards the pyridinic ring that occurs when AcOH is added.
Databáze:	OpenAIRE
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