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

✍ Scribed by D. Reyman; F. Hallwass; Simone M. da Cruz Gonçalves; J. J. Camacho

• Publisher: John Wiley and Sons
• Year: 2007
• Tongue: English
• Weight: 234 KB
• Volume: 45
• Category: Article
• ISSN: 0749-1581
• DOI: 10.1002/mrc.2049

✦ Synopsis

Abstract

In this work, we have analysed the tendency of two β‐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 π electron density towards the pyridinic ring that occurs when AcOH is added. Copyright © 2007 John Wiley & Sons, Ltd.