A Polypyrrole Tablet as a Photothermal Reactor for Solvent-Free Pericyclic Reactions

Keywords

polypyrroles - tablet reactor - Diels–Alder reaction - dipolar cycloaddition - solvent-free - photothermal conditions

Significance

Among a series of surfactant-templated polypyrroles, dodecyl dimethyl betaine templated PPy-BS was found to serve as a photothermal reactor in promoting various pericyclic reactions under solvent-free conditions. Thus, a mixture of 1a, 2A, and PPy-BS was ground and compressed to form a tablet, which was irradiated with a halogen lamp to adjust the temperature to 150 °C for six hours to give a 78 % yield of 3aA.

Comment

After the Diels–Alder reaction, PPy-BS was recovered and reused 15 times without loss of its catalytic performance. 1,3-Dipolar cycloaddition of 4 with 2A and intramolecular electrocyclization of 6 proceeded under similar conditions to give products 5 (70 % yield) and 7 (89 % yield), respectively. The reaction temperature was readily controlled by adjusting the distance between the lamp and the tablet.

Publication History

Article published online:
16 December 2025