Premium
Cyclodextrin‐supported palladium complex: A highly active and recoverable catalyst for Suzuki–Miyaura cross‐coupling reaction in aqueous medium
Author(s) -
Guo Yafei,
Li Jiuling,
Shi Xiwei,
Liu Yang,
Xie Kai,
Liu Yuqi,
Jiang Yubo,
Yang Bo,
Yang Rui
Publication year - 2017
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.3592
Subject(s) - chemistry , catalysis , palladium , thermogravimetric analysis , aqueous solution , aryl , coupling reaction , leaching (pedology) , halide , fourier transform infrared spectroscopy , reusability , solvent , nuclear chemistry , inorganic chemistry , organic chemistry , chemical engineering , alkyl , environmental science , soil science , soil water , software , computer science , engineering , programming language
A water‐soluble, cyclodextrin‐supported palladium complex (DACH‐Pd‐β‐CD) catalytic system was designed and synthesized, which can efficiently catalyze Suzuki–Miyaura cross‐coupling reactions between aryl halides and arylboronic acid in water under mild conditions. The catalyst was successfully characterized using the methods of transmission electron microscopy, energy‐dispersive X‐ray spectrometry, X‐ray diffraction, thermogravimetric analysis, and Fourier transform infrared and NMR spectroscopies. Furthermore, the catalyst can be easily separated from the reaction mixture and still maintain high catalytic activity after ten cycles. No leaching of palladium into the reaction solution occurred. The advantages of green solvent (water), short reaction times (2–6 h), low catalyst loading (0.001 mol%), excellent yields (up to 99%) and reusability of the catalyst mean it will have potential applications in green chemical synthesis.