Acceleration effects of phosphine ligands on the rhodium-catalyzed dehydrogenative silylation and germylation of unactivated C(sp3)-H bonds

Masahito Murai, Hirotaka Takeshima, Haruka Morita, Yoichiro Kuninobu, Kazuhiko Takai

研究成果: Contribution to journalArticle査読

54 被引用数 (Scopus)

抄録

The current work describes the marked rate of acceleration caused by phosphine ligands on the rhodium-catalyzed dehydrogenative silylation and germylation of unactivated C(sp3)-H bonds. The reactivity was affected by the steric and electronic nature of the phosphine ligands. The use of the bulky and electron-rich diphosphine ligand (R)-DTBM-SEGPHOS was highly effective to yield the dehydrogenative silylation products selectively in the presence of a hydrogen acceptor. An appropriate choice of C2-symmetric chiral diphosphine ligand enables the asymmetric dehydrogenative silylation via the enantioselective desymmetrization of the C(sp3)-H bond. The unprecedented catalytic germylation of C(sp3)-H bonds with dehydrogenation was also examined with the combination of the rhodium complex and a wide bite angle diphosphine ligand to provide the corresponding 2,3-dihydrobenzo[b]germoles in good yield.

本文言語英語
ページ(範囲)5407-5414
ページ数8
ジャーナルJournal of Organic Chemistry
80
11
DOI
出版ステータス出版済み - 6 5 2015
外部発表はい

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

フィンガープリント 「Acceleration effects of phosphine ligands on the rhodium-catalyzed dehydrogenative silylation and germylation of unactivated C(sp<sup>3</sup>)-H bonds」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

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