A Photosensitizing Metal-Organic Framework as a Tandem Reaction Catalyst for Primary Alcohols from Terminal Alkene and Alkyne.

Abstract

Due to the wide and growing demand for primary alcohols, the development of efficient catalysts with high regioselectivity remains a worthwhile pursuit. However, according to the Markovnikov's rule, it is challenge to obtain primary alcohols with high yields and regioselectivity from terminal alkenes or alkynes. Herein, we reported the synthesis of a photosensitizing two-dimensional (2D) metal-organic framework (MOF) from cyclic trinuclear copper(I) units (Cu-CTUs) and boron dipyrro-methene (Bodipy) ligand. The MOF features broadband light absorption, excellent photoinduced charge separation efficiency, and photochemical properties. By integrating the copper-catalyzed hydroboration and photocatalyzed aerobic oxidation, it can catalyze terminal alkenes and alkynes to produce primary alcohols via one-pot tandem reaction with excellent regioselectivity, good overall yields in two-step reactions (up to 85%), broad substrate compatibility (32 examples) and good reusability under mild conditions.