Quinone-Bodipy H-bonding interaction over π-stacking in toluene

Abstract

Quinone type compounds (o-chloranil, p-chloranil and DDQ) demonstrate excellent H-bonding interactions with a meso-phenol Bodipy dye (1) in both ground and excited state in a non-polar toluene medium. The spectroscopic detection of isosbestic absorption occurs with both quinones and fullerenes, but only quinones form isoemissive complexes with dye 1. 1H NMR study and Monte Carlo global minima searching justified the above mentioned results with efficiency.