Visible light-driven Suzuki-Miyaura reaction by self-supported Pd nanocatalysts in the formation of Stille coupling-based photoactive microporous organic polymers

Stille coupling was applied to synthesize microporous organic polymers (MOPs). Metallic Pd was in situ self-supported during the networking of 1,3,6,8-tetrabromopyrene with 1,4-bis(tributylstannyl)benzene to form Stille coupling-based MOP (St-MOP)@Pd. The size of St-MOP particles and the amount of m...

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Bibliographic Details
Published in:Catalysis science & technology 2020-08, Vol.1 (16), p.5535-5543
Main Authors: Ryu, Sang Hyun, Choi, Sung Jae, Seon, Ji Hui, Jo, Bonghyun, Lee, Sang Moon, Kim, Hae Jin, Ko, Yoon-Joo, Ko, Kyoung Chul, Ahn, Tae Kyu, Son, Seung Uk
Format: Article
Language:English
Subjects:
Benzene
Catalysts
Computer simulation
Coupling
Mopping
Pyrenes
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Summary:Stille coupling was applied to synthesize microporous organic polymers (MOPs). Metallic Pd was in situ self-supported during the networking of 1,3,6,8-tetrabromopyrene with 1,4-bis(tributylstannyl)benzene to form Stille coupling-based MOP (St-MOP)@Pd. The size of St-MOP particles and the amount of metallic Pd in St-MOP@Pd depended on the amount of Pd catalyst. As the amount of Pd catalyst increased, the size of St-MOP particles decreased with an increase of metallic Pd, due to the increased St-MOP nuclei in the early growth stage of St-MOP. The St-MOP bearing pyrenes showed absorption and emission of visible light and St-MOP@Pd showed excellent catalytic performance in the visible light-driven Suzuki-Miyaura coupling. The optimal St-MOP@Pd-2 (0.14 mol% Pd) showed a TON of 657 and a TOF of 219 h −1 in the visible light-driven Suzuki-Miyaura coupling of 1-acetyl-4-bromobenzene and phenylboronic acid at 25 °C. The optimal amount of St-MOP and metallic Pd in St-MOP@Pd was critical to achieve excellent catalytic performance. The overall photocatalytic principles of St-MOP@Pd were rationalized by computational simulation. Stille coupling results in deposition of Pd NPs on microporous organic polymers, showing excellent photocatalytic performance.
ISSN:2044-4753
2044-4761
DOI:10.1039/d0cy00997k