Carboxylative Suzuki coupling reactions of benzyl chlorides with allyl pinacolborate catalyzed by palladium nanoparticles

doi:10.1016/S1872-2067(18)63045-1

Chinese Journal of Catalysis ›› 2018, Vol. 39 ›› Issue (7): 1258-1262.DOI: 10.1016/S1872-2067(18)63045-1

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Carboxylative Suzuki coupling reactions of benzyl chlorides with allyl pinacolborate catalyzed by palladium nanoparticles

Jian Sun^a, Jiasheng Wang^a,b, Xiujuan Feng^a, Yoshinori Yamamoto^a,c,d, Abdulrahman I. Almansour^e, Natarajan Arumugam^e, Raju Suresh Kumar^e, Ming Bao^a,b

a State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, Liaoning, China;
b School of Petroleum and Chemical Engineering, Dalian University of Technology, Panjin 124221, Liaoning, China;
c Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan;
d Research Organization of Science and Technology, Ritsumeikan University, Kusatsu, Shiga 525-8577, Japan;
e Department of Chemistry, College of Sciences, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia

Received:2018-01-15 Revised:2018-02-05 Online:2018-07-18 Published:2018-06-07
Contact: 10.1016/S1872-2067(18)63045-1
Supported by:
This work was supported by the National Natural Science Foundation of China (21372035, 21373041, 21773021), the Fundamental Research Funds for the Central Universities (DUT17ZD212), and the International Scientific Partnership Program ISPP at King Saud University for funding this re-search work through ISPP#0048.

Abstract

Abstract:

Palladium-catalyzed carboxylative Suzuki coupling reactions of benzyl chlorides with allyl pinacol-borate were successfully conducted in the absence of any extra ligand to produce β,γ-unsaturated esters in satisfactory to good yields. The carboxylative Suzuki coupling reaction proceeded smooth-ly under mild conditions in the presence of palladium nanoparticles generated in situ through the formation of a π-benzylpalladium chloride intermediate.

Key words: Palladium nanoparticles, Carboxylative Suzuki coupling, Carbon dioxide, Benzyl chlorides, Allyl pinacolborate

Jian Sun, Jiasheng Wang, Xiujuan Feng, Yoshinori Yamamoto, Abdulrahman I. Almansour, Natarajan Arumugam, Raju Suresh Kumar, Ming Bao. Carboxylative Suzuki coupling reactions of benzyl chlorides with allyl pinacolborate catalyzed by palladium nanoparticles[J]. Chinese Journal of Catalysis, 2018, 39(7): 1258-1262.

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Carboxylative Suzuki coupling reactions of benzyl chlorides with allyl pinacolborate catalyzed by palladium nanoparticles

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