Aluminum-Catalyzed Coupling of Carbon Dioxide and Cyclic Ethers

Identifier:  TDX:2687

Handle: https://hdl.handle.net/20.500.11797/TDX2687

Authors:  Rintjema Tanger, Jeroen

Abstract:
Utilization of carbon dioxide as a C1-building block for organic chemistry has become increasingly popular over the last decades. Chapter 1 provides an overview of the general applications of CO2 and more specifically its reaction with epoxides to form cyclic carbonates. Furthermore, the aluminum triphenolate catalyst is introduced as a potent system to activate epoxides. A detailed comparative study on the synthesis of 5MCCs is reported in Chapter 2, where the activity of 15 different binary catalytic systems is compared in the conversion of several terminal and internal epoxides to their respective cyclic carbonate products. Our catalytic system proved to be an attractive option in terms of high activity and low preparation cost. In Chapter 3 the first general methodology for the coupling of oxetanes and CO2 has been developed, forming 6MCCs with high yield and selectivity. These 6MCCs monomers are useful starting materials for polymer synthesis or as building blocks for organic synthesis. We have applied the developed method in the formal synthesis of two linear carbamate based drug molecules.