Critical assessment of the efficiency of chitosan biohydrogel beads as recyclable and heterogeneous organocatalyst for C–C bond formation

Abstract

The effectiveness of neutral pH chitosan hydrogel beads (CSHB) as a green organocatalyst for a variety of C–C bond forming reactions (i.e. aldol reaction, Knoevenagel condensation, nitroaldol (Henry) reaction, Michael addition) has been comprehensively evaluated. Reaction rates, conversions and selectivities were studied as a function of a series of input variables including size, pH and reactive surface area of the beads, catalyst loading, temperature, molecular weight of the biopolymer, concentration, solvent system and molar ratio of reactants. Moreover, the catalytic biohydrogel beads were characterized by a variety of techniques including, among others, SEM, FT-IR, TGA and DSC.