Synthesis of bulky arylphosphanes by rhodium-catalyzed formal [2+2+2] cycloaddition reaction and their use as ligands

Takayuki Kobatake, Azusa Kondoh, Suguru Yoshida, Hideki Yorimitsu, Koichiro Oshima

研究成果: Article査読

14 被引用数 (Scopus)

抄録

Treatment of 1-alkynylphosphane sulfides with 1,6- or 1,7-diynes in the presence of a cationic rhodium catalyst results in a formal [2+2+2] cycloaddition reaction to afford the corresponding aromatic phosphane sulfides. The aromatic rings formed in the cycloaddition naturally bear one or two substituents at the ortho positions to the phosphorus atom, which creates a sterically hindered environment around the phosphorus atom. The following desulfidation of the products is facile under radical conditions or with the aid of tris(dimethylamino)phosphane, providing the corresponding bulky phosphanes. Dicyclohexyl(2,6-diphenylaryl)-phosphane, which is available through this sequence, proves to serve as an efficient ligand in palladium-catalyzed cross-coupling amination reactions.

本文言語English
ページ(範囲)1613-1619
ページ数7
ジャーナルChemistry - An Asian Journal
3
8-9
DOI
出版ステータスPublished - 2008 9月 1
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 有機化学

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