Ir-Catalyzed Reversible Acceptorless Dehydrogenation/ Hydrogenation of N-Substituted and Unsubstituted Heterocycles Enabled by a Polymer-Cross-Linking Bisphosphine

• Zhang, Deliang

• Iwai, Tomohiro

• Sawamura, Masaya

Abstract

The polystyrene-cross-linking bisphosphine ligand PS-DPPBz was effective for the Ir-catalyzed reversible acceptorless dehydrogenation/hydrogenation of N-heterocycles. Notably, this protocol is applicable to the dehydrogenation of N-substituted indoline derivatives with various N-substituents with different electronic and steric natures. A reaction pathway involving oxidative addition of an N-adjacent C(sp(3))-H bond to a bisphosphine-coordinated Ir(I) center is proposed for the dehydrogenation of N-substituted substrates.

Journal

• Organic letters

  Organic letters 22 (13), 5240-5245, 2020-07-02

  American Chemical Society

Keywords

• Organic Chemistry
• Physical and Theoretical Chemistry
• Biochemistry

Details

• CRID: 1050006973329885184
• NII Article ID: 120007053061
• DOI: 10.1021/acs.orglett.0c01905
• ISSN: 15237052
• ISSN: 15237060
• HANDLE: 2115/81902
• Web Site: https://pubs.acs.org/doi/pdf/10.1021/acs.orglett.0c01905
• Text Lang: en
• Article Type: journal article
• Data Source:
  • IRDB
  • Crossref
  • CiNii Articles
  • KAKEN