4.7 Article

Nano palladium catalyzed C(sp3)-H bonds arylation by a transient directing strategy

Journal

CHINESE CHEMICAL LETTERS
Volume 32, Issue 1, Pages 465-469

Publisher

ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2020.02.055

Keywords

C(sp(3))-H functionalization; Transient directing group; Palladium; Nanoparticles catalyst; Arylation

Funding

  1. National Natural Science Foundation of China [21861030]
  2. Program for Young Talents of Science and Technology in Universities of Inner Mongolia Autonomous Region [NJYT-17-A22]

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This study reports the first example of heterogeneous palladium catalyzed C(sp(3))-H bonds arylation by a transient-ligand-directed strategy. Supported palladium nanoparticles were used as catalyst to assemble a library of highly selective and functionalized o-benzylbenzaldehydes. The catalyst showed good stability and activity over multiple runs.
Reported herein is the first example of heterogeneous palladium catalyzed C(sp(3))-H bonds arylation by a transient-ligand-directed strategy. Using supported palladium (metallic state) nanopariticles as catalyst, a wide range of aryl iodides undergo the coupling with various o-methylbenzaldehyde derivatives to assemble a library of highly selective and functionalized o-benzylbenzaldehydes. The stability of the catalyst was easily recovered four runs without significant loss of activity. The XPS analysis of the catalyst before and after reaction indicated that the reaction might be carried out by a catalytic cycle starting with Pd-0. (C) 2020 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

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