Litcius/Paper detail

Metal–Organic Framework with Dual Active Sites in Engineered Mesopores for Bioinspired Synergistic Catalysis

Yangjian Quan, Yang Song, Wenjie Shi, Ziwan Xu, Justin S. Chen, Xiaomin Jiang, Cheng Wang, Wenbin Lin

2020Journal of the American Chemical Society87 citationsDOI

Abstract

Here we report the design of an enzyme-inspired metal–organic framework (MOF), 1-OTf-Ir, by installing strong Lewis acid and photoredox sites in engineered mesopores. Al-MOF (1), with mixed 2,2′-bipyridyl-5,5-dicarboxylate (dcbpy) and 1,4-benzenediacrylate (pdac) ligands, was oxidized with ozone and then triflated to generate strongly Lewis acidic Al-OTf sites in the mesopores, followed by the installation of [Ir(ppy)2(dcbpy)]+ (ppy = 2-phenylpyridine) sites to afford 1-OTf-Ir with both Lewis acid and photoredox sites. 1-OTf-Ir effectively catalyzed reductive cross-coupling of N-hydroxyphthalimide esters or aryl bromomethyl ketones with vinyl- or alkynyl-azaarenes to afford new azaarene derivatives. 1-OTf-Ir enabled catalytic synthesis of anticholinergic drugs Pheniramine and Chlorpheniramine.

Topics & Concepts

ChemistryLewis acids and basesCatalysisMesoporous materialSynergistic catalysisArylMetal-organic frameworkCombinatorial chemistryMetalOrganic chemistryAdsorptionAlkylMetal-Organic Frameworks: Synthesis and ApplicationsCovalent Organic Framework ApplicationsChemical Synthesis and Reactions