Mixed-donor N,N,O-tridentate ligands for palladium-catalyzed Suzuki reactions

Zhou, Zhonggao; Du, Zi‐Yi; Hu, Qiao‐Sheng; Shi, Jiyong; Xie, Yong‐Rong; Liu, Yulan

doi:10.1007/s11243-011-9568-x

Cited by 4 publications

(1 citation statement)

References 33 publications

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“…The development of amine‐bridged bis(phenol) ligands that have a rigid framework with bulky N ‐aryl substituents on the ring nitrogen to restrict the rotation of the coordination group has rarely been explored . The presence of the nitrogen atom on the amine bridge seems to have a significant effect on the catalytic activity of the corresponding ligands . Previously, we also found that Pd/ 2 ‐ and Pd/ 3 ‐catalyzed arylhalides with arylboronic acid in methanol aqueous afford good to excellent yield of coupling products .…”

Section: Introductionmentioning

confidence: 99%

Amine‐bridged bis(phenol) ligands for efficient Pd‐catalyzed aqueous C‐C coupling reactions

Zhou

Liu

et al. 2013

Applied Organom Chemis

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The influence of ring size (5 or 6), chain length (1, 2 or 3) and bulkiness of N-aryl substituents in amine-bridged bis(phenol) ligands (1-3) on palladium-catalyzed aqueous C-C coupling reactions were revealed. The homocoupling of arylboronic acid can be completed in neat water with the aid of a catalytic amount of p-toluenesulfonyl chloride (TsCl) in a very short time under anaerobic or aerobic conditions. Interestingly, the same catalytic system was efficient for Suzuki-Miyaura reaction in aqueous acetone under aerobic conditions in the absence of TsCl. The crystal structures of ligand 1 and three unsymmetrical fluorine-substituted biaryl derivatives were also reported.

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Section: Introductionmentioning

confidence: 99%