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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• 作者：Zhonggao Zhou ; Yan Zhao ; Hongyu Zhen ; Zhenghuan Lin and Qidan Ling
• 刊名：Applied Organometallic Chemistry
• 出版年：2016
• 出版时间：November 2016
• 年：2016
• 卷：30
• 期：11
• 页码：924-931
• 全文大小：781K
• ISSN：1099-0739

文摘

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