Sustainable and recyclable heterogenous palladium catalysts from rice husk-derived biosilicates for Suzuki-Miyaura cross-couplings, aerobic oxidations and stereoselective cascade carbocyclizations

A new eco-friendly approach for the preparation of sustainable heterogeneous palladium catalysts from rice husk-derived biogenic silica (RHP-Si and RHU-Si). The designed heterogeneously supported palladium species (RHP-Si-NH2-Pd and RHU-Si-NH2-Pd) were fully characterized and successfully employed as catalysts for various chemical transformations (C–C bond-forming reactions, aerobic oxidations and carbocyclizations). Suzuki-Miyaura transformations were highly efficient in a green solvent system (H2O:EtOH (1:1) with excellent recyclability, providing the cross-coupling products with a wide range of functionalities in high isolated yields (up to 99%). Palladium species (Pd(0)-nanoparticles or Pd(II)) were also efficient catalysts in the green aerobic oxidation of an allylic alcohol and a co-catalytic stereoselective cascade carbocyclization transformation. In the latter case, a quaternary stereocenter was formed with excellent stereoselectivity (up to 27:1 dr). © 2020, The Author(s).

Authors
Afewerki S.1, 2 , Franco A.3 , Balu A.M.3 , Tai C.-W.2, 4 , Luque R. 3, 5 , Córdova A.1, 2
Journal
Scientific Reports
Publisher
Nature Publishing Group
Number of issue
1
Language
English
Status
Published
Link
External link
DOI
10.1038/s41598-020-63083-8
Number
6407
Volume
10
Year
2020
Organizations
  • 1 Department of Natural Sciences, Mid Sweden University, Sundsvall, SE-85170, Sweden
  • 2 Berzelii Center EXSELENT on Porous Materials, Stockholm University, Stockholm, SE-10691, Sweden
  • 3 Departamento de Química Orgánica, Universidad de Córdoba, Campus de Rabanales Edificion Marie Curie (C-3), Ctra Nnal IV-A, Km 396, Cordoba, 14014, Spain
  • 4 Department of Environmental and Materials Chemistry, Stockholm University, Stockholm, SE-10691, Sweden
  • 5 Peoples friendship University of Russia (RUDN University), 6 Miklukho Maklaya str, Moscow, 117198, Russian Federation
Date of creation
02.11.2020
Date of change
02.11.2020
Short link
https://repository.rudn.ru/en/records/article/record/64304/
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