Hydrogen bonding and π-π stacking in nicotinamide/H2O mixtures

Cuiping Zhai; Ping Zhang; Peng Peng; Bingbing Hou; Lina Li

doi:10.1016/j.saa.2017.05.020

Hydrogen bonding and π-π stacking in nicotinamide/H₂O mixtures

Spectrochim Acta A Mol Biomol Spectrosc. 2017 Sep 5:184:294-298. doi: 10.1016/j.saa.2017.05.020. Epub 2017 May 10.

Authors

Cuiping Zhai¹, Ping Zhang², Peng Peng², Bingbing Hou², Lina Li²

Affiliations

¹ Institute of Fine Chemical and Engineering, Henan Engineering Research Center of Resource & Energy Recovery from Waste, Henan University, Kaifeng 475004, China. Electronic address: zhaicuiping@henu.edu.cn.
² Institute of Fine Chemical and Engineering, Henan Engineering Research Center of Resource & Energy Recovery from Waste, Henan University, Kaifeng 475004, China.

PMID: 28525864
DOI: 10.1016/j.saa.2017.05.020

Abstract

The interactions between nicotinamide (NA) and H₂O were studied using UV-visible spectra (UV-Vis), cyclic voltammetry (CV), nuclear magnetic resonance (NMR), density functional theory (DFT) and atoms in molecules (AIM) analysis. According to the changes of the UV-Vis spectra and the oxidation and reduction potentials in cyclic voltammograms of NA in aqueous solution, it was found that hydrogen bonding occurred between NA and H₂O molecules. Quantum chemistry calculations and AIM analysis further confirmed the existence of hydrogen bonding between H₂O molecules and the amide group, the nitrogen atom, and hydrogen atoms on the pyridine ring of NA molecules. In addition, the NMR results demonstrated that the π-π stacking between NA pyridine rings could be formed at higher concentrations.

Keywords: Hydrogen bonding; Interaction; Nicotinamide; Water; π-π stacking.