Applied Catalysis A: General (2020)
Update date:2022-09-26
Topics:
Chen, Shiyu
Jia, Qingming
Liu, Yi
Pudukudy, Manoj
Shan, Shaoyun
Wang, Junya
Yue, Zhongxiao
Zhao, Wenbo
A metal-free Acen-H catalyst was effectively synthesized by a single step reflux method and successfully tested for the cycloaddition of CO2 with epoxides to synthesize cyclic carbonates. The Acen-H catalyst exhibited high activity and selectivity for the cycloaddition reaction in the absence of co-catalysts (halides) and solvents at mild reaction conditions of a reaction temperature of 110 °C and a reaction pressure of 1 MPa. Under the optimized reaction conditions, some of the epoxides were successfully converted into corresponding cyclic carbonates with a highest yield of ~98.5%. The composition and structure of the homogeneous catalyst was then systematically evaluated and the reaction kinetics and a plausible reaction mechanism for the cycloaddition of CO2 with epoxides were proposed. The density functional theory (DFT) calculation provided a corroborated elucidation for the proposed mechanism. The catalytic activity of the Acen-H catalyst was found to be originated from the active hydrogen bond donors (-O-H, =N---H) and imino groups present (-N=) in it, which played a synergistic role in the adsorption and activation of reactants as confirmed by the DFT studies. The structural characteristics of the catalyst was found to be crucial for the cycloaddition of CO2 with epoxides.
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