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Vol. 29 No. 7 (2017): Vol 29 Issue 7

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Theoretical Study of Reaction Mechanism between N,N-Dimethyl acrylamide and Carbazole Derivatives Catalyzed by Palladium(II)

https://doi.org/10.14233/ajchem.2017.20532
Y. Jing
School of Chemistry and Chemical Engineering, Southwest Petroleum University, Chengdu 610500, P.R. China
Y.Q. Zhu
School of Chemistry and Chemical Engineering, Southwest Petroleum University, Chengdu 610500, P.R. China; State Key Laboratory of Oil and Gas Reservoir Geology and Exploitation, Southwest Petroleum University, Chengdu 610500, P.R. China
H. Su
School of Chemistry and Chemical Engineering, Southwest Petroleum University, Chengdu 610500, P.R. China
J.C. Guo
State Key Laboratory of Oil and Gas Reservoir Geology and Exploitation, Southwest Petroleum University, Chengdu 610500, P.R. China
Y.Q. Yang
School of Chemistry and Chemical Engineering, Southwest Petroleum University, Chengdu 610500, P.R. China

Corresponding Author(s) : Y.Q. Zhu

zhuline518@163.com; 846441572@qq.com

Asian Journal of Chemistry, Vol. 29 No. 7 (2017): Vol 29 Issue 7

Abstract

The reaction mechanism between N,N-dimethyl acrylamide and carbazole derivatives catalyzed by palladium acetate has been investigated by using density functional theory (DFT) with M06 functional. The computational results indicate that the reaction without catalyst reacts via one pathway with a high energy barrier of 254.57 kJ mol-1. While the reaction can happen through two approaches to generate the same product with the existence of palladium acetate catalysis. Furthermore, the catalyst is better to depart from the product as a whole part. And the determining step of dominant pathway in the Pd-catalyzed reaction is the formation of C-N bond which has an energy barrier of 137.91 kJ mol-1. As a result, palladium catalyst not only changes the reaction mechanism, but also decreases the energy barrier significantly which stimulated the reaction well. This study illustrates the reaction mechanism and has a guiding significance for new catalysts designing.

Keywords

DFT calculation Carbazole derivatives Palladium acetate Catalyst Reaction mechanism
Jing, Y., Zhu, Y., Su, H., Guo, J., & Yang, Y. (2017). Theoretical Study of Reaction Mechanism between N,N-Dimethyl acrylamide and Carbazole Derivatives Catalyzed by Palladium(II). Asian Journal of Chemistry, 29(7), 1487–1491. https://doi.org/10.14233/ajchem.2017.20532
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