Photooxidation of olefins leading to allylic hydroperoxides is a versatile reaction with various synthetic applications. However, when carried out in homogenous media, this reaction’s potential is limited due to the formation of different regioisomeric products. Studies in heterogenous media such as zeolites have previously been shown to lead to improved regioselectivity. In this work, the regiochemistry of singlet oxygen ene reaction was studied in metal-organic frameworks (MOFs). As catalysts, MOFs can both generate singlet oxygen and function as active sites to influence the regioselective outcomes of the singlet oxygen ene reaction. We have utilized the photooxidation of 2-methyl-2-heptene to investigate the singlet oxygen ene reaction in MOFs. Product regioselectivity and yields have been studied for a variety of solvents systems and MOFs with different pore sizes.

Regiochemistry of the singlet oxygen ene reaction in metal-organic frameworks

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