Biphasic Oxidative Carboxylation of Aliphatic Olefins With H 2 O 2 to Produce Useful Cyclic Carbonates

Information from the abstract

The oxidative carboxylation of olefins is a sustainable and convenient single‐pot method to synthesize useful cyclic carbonates from CO 2 without the handling and isolation of the toxic epoxide intermediate. However, most efforts in this field focused on the synthesis of styrene carbonate and its aromatic analogs, while the oxidative carboxylation of aliphatic olefins, leading to more useful cyclic carbonates such as propylene carbonate, remains challenging and underexplored. This is especially the case when using H 2 O 2 as a sustainable oxidant. In this work, we show that a sequential single‐pot (or assisted tandem protocol, ATP) can be applied for the oxidative carboxylation of aliphatic olefins, including propylene, by using H 2 O 2 as the oxidant, TS‐1 (titanium silicalite zeolite) as the epoxidation catalyst, and by the subsequent addition of choline iodide as a biphasic carbonation catalyst. The addition of cosolvent at the cycloaddition step facilitated phase separation and cyclic carbonate isolation. The developed methodology was applied to several aliphatic olefins, successfully leading to cyclic carbonates.

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Related topics: Carbon dioxide utilization in catalysis · Catalytic C–H Functionalization Methods · Carbon Dioxide Capture Technologies