Effect of the resorcin[4]arene host on the catalytic epoxidation of a Mn(iii)-based resorcin[4]arene–metalloporphyrin conjugate

Abstract

The single-crystal X-ray diffraction data, binding behavior, and epoxidation reactions of the cavitand resorcin[4]arene–porphyrin conjugate are presented. Polar and nonpolar organic molecules such as pyridine and styrene were included in the cavity of resorcin[4]arene to form a 1 : 1 complex in the solid state, as demonstrated by single-crystal X-ray diffraction analysis. Binding studies revealed that the presence of resorcin[4]arene enhanced the association constant, obtained from UV titration, by 50% compared to the original porphyrin. The epoxidation reaction of alkenes with the Mn(III)-based resorcin[4]arene–porphyrin conjugate showed enhanced activity and depended on the olefins and axial ligands used.