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Bis(imidazolidine)-Derived NCN Nickel-Pincer-Catalyzed Asymmetric Reactions.
Yokota, Tomoya; Yu, Yan; Araseki, Kensuke; Arai, Takayoshi.
Afiliación
  • Yokota T; Soft Molecular Activation Research Center (SMARC), Chiba Iodine Resource Innovation Center (CIRIC), Synthetic Organic Chemistry, Department of Chemistry, Graduate School of Science, Chiba University, 1-33 Yayoi, Inage, Chiba 263-8522, Japan.
  • Yu Y; Soft Molecular Activation Research Center (SMARC), Chiba Iodine Resource Innovation Center (CIRIC), Synthetic Organic Chemistry, Department of Chemistry, Graduate School of Science, Chiba University, 1-33 Yayoi, Inage, Chiba 263-8522, Japan.
  • Araseki K; Soft Molecular Activation Research Center (SMARC), Chiba Iodine Resource Innovation Center (CIRIC), Synthetic Organic Chemistry, Department of Chemistry, Graduate School of Science, Chiba University, 1-33 Yayoi, Inage, Chiba 263-8522, Japan.
  • Arai T; Soft Molecular Activation Research Center (SMARC), Chiba Iodine Resource Innovation Center (CIRIC), Synthetic Organic Chemistry, Department of Chemistry, Graduate School of Science, Chiba University, 1-33 Yayoi, Inage, Chiba 263-8522, Japan.
Org Lett ; 2024 Sep 09.
Article en En | MEDLINE | ID: mdl-39250615
ABSTRACT
A bis(imidazolidine)-derived NCN nickel-pincer complex (tBu-PhBidine-Ni-OTf NCN-Ni-OTf) was synthesized by the oxidative addition of imidazolidine-containing aryl triflate to Ni(cod)2 in MeCN. NCN-Ni-OTf exhibited asymmetric induction in three reactions. In the Friedel-Crafts reaction of indoles with N-Boc imines, 3-indolylmethanamine products were obtained in 79% yield with 99% ee. In a conjugate addition reaction of malononitrile to nitroalkenes, products were obtained in 95% yield with 75% ee. In iodolactonization, the pincer-Ni complex showed catalytic activity superior to that of tBu-PhBidine-Pd-OTf.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2024 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Estados Unidos
Texto completo
Añadir a Mi BVS
Imprimir
XML
PubMed Links
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2024 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Estados Unidos