Poly(ethylene glycol)‐ and glucopyranoside‐substituted N‐heterocyclic carbene precursors for the synthesis of arylfluorene derivatives using efficient palladium‐catalyzed aqueous Suzuki reaction |
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| Authors: | Zhonggao Zhou Yan Zhao Hongyu Zhen Zhenghuan Lin Qidan Ling |
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| Affiliation: | 1. College of Chemistry and Chemical Engineering, College of Materials Science and Engineering, Fujian Key Laboratory of Polymer Materials, Fujian Normal University, Fuzhou, PR China;2. College of Chemistry and Chemical Engineering, Key Laboratory of Jiangxi University for Functional Materials Chemistry, Gannan Normal University, Ganzhou, PR China |
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| Abstract: | This paper reports an environmentally friendly and highly efficient synthesis of organic semiconductor materials via a Pd/N‐heterocyclic carbene (NHC)‐catalyzed Suzuki reaction in aqueous ethanol with high isolated yields (86–98%). Firstly, four glucopyranoside‐substituted NHC precursors with poly(ethylene glycol) (PEG) chains were synthesized and characterized. The NHC precursor with the longest PEG chain (n = 16) was found to be the most efficient ligand in the reactions of a wide range of aryl halides and arylboronic acids. The best catalyst system obtained in this work could be recycled five times without significant loss of catalytic activity.l Copyright © 2016 John Wiley & Sons, Ltd. |
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| Keywords: | aqueous Suzuki reaction arylfluorene derivatives carbohydrates N‐heterocyclic carbene precursor poly(ethylene glycol) |
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