Journal
POLYMER CHEMISTRY
Volume 13, Issue 11, Pages 1547-1558Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1py01616d
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Funding
- Natural Science Foundation of Shandong Province [ZR2021MB092, ZR2021MB060]
- Shandong Outstanding Youth Innovation Team Program [2019KJC032]
- Innovation Projects of Universities in Guangdong Province [2021KTSCX052]
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A bulky N-heterocyclic carbene functionalized conjugated microporous polymer catalyst has been developed through post-synthesis method, showing high catalytic efficiency and broad application potential.
Through a post-synthesis method, a type of bulky N-heterocyclic carbene (NHC) functionalized conjugated microporous polymer supporting a palladium-based molecular catalyst has been developed. The resulting heterogeneous catalyst Pd-PEPPSI-CMP, showing greater steric hindrance around the palladium center than a monomer Pd-PEPPSI-IPr catalyst, demonstrated much higher catalytic efficiency for Suzuki-Miyaura cross-coupling reactions of aryl chlorides under aerobic conditions. The superior utility of Pd-PEPPSI-CMP in catalysis was elucidated through the broad substrate scope (30 examples, 76-98% yields), the tolerance for a variety of functional groups, the excellent recyclability (15 cycles), and an example of gram-scale synthesis (10 mmol). Moreover, its utility has been highlighted via the synthesis of a bioactive molecule (boscalid) and the direct late-stage functionalization of pharmaceuticals (4 examples, 76-85% yields). These results demonstrated that Pd-PEPPSI-CMP could be used as an efficient and robust heterogeneous catalyst with potential industrial applications.
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