Iridium-catalyzed hydroboration of alkenes with pinacolborane

• Yamamoto, Yasunori

• Fujikawa, Rhyou

• Umemoto, Tomokazu

• Miyaura, Norio

Abstract

Hydroboration of terminal and internal alkenes with pinacolborane (1.2 equiv) was carried out at room temperature in the presence of an iridium(I) catalyst (3 mol%). Addition of dppm (2 equiv) to [Ir(cod)Cl]2 gave the best catalyst for hydroboration of aliphatic terminal and internal alkenes at room temperature, resulting in addition of the boron atom to the terminal carbon of 1-alkenes with more than 99% selectivities. On the other hand, a complex prepared from dppe (2 equiv) and [Ir(cod)Cl]2 resulted in the best yields for vinylarenes such as styrene. These complexes exhibited higher levels of catalyst activity and selectivity than those of corresponding rhodium complexes.

Journal

• Tetrahedron

  Tetrahedron 60 (47), 10695-10700, 2004-11-15

  Elsevier Ltd

Keywords

• Hydroboration
• Pinacolborane
• Iridium
• Rhodium

Details

• CRID: 1050845763910408192
• NII Article ID: 120000963257
• HANDLE: 2115/15836
• ISSN: 00404020
• Text Lang: en
• Article Type: journal article
• Data Source:
  • IRDB
  • CiNii Articles
  • KAKEN