Supramolecular interaction controlled and calix[4]arene ligand assisted Pd-catalyzed C(sp3)−H arylation of aliphatic aldehydes

Abstract

A calix[4]arene ligand assisted direct β-C−H arylation of tertiary aliphatic aldehydes has been developed via a Pd-catalyzed C(sp3)−H functionalization process. This strategy exhibited good functional group compatibility and C−H bond site-selectivity. Mechanism studies have shown that both synergistic effect and cationic-π supramolecular interaction between calixarene cavity and transition-metal catalytic center may play an important role in this catalytic cycle. This complementary method would be used in organic and medical chemistry due to the importance of tertiary aliphatic aldehydes.