Silicon-oriented regio- and enantioselective rhodium-catalyzed hydroformylation

Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review

25 Scopus Citations
View graph of relations

Author(s)

  • Cai You
  • Xiuxiu Li
  • Yuhong Yang
  • Yu-Sheng Yang
  • Shuailong Li
  • Biao Wei
  • Hui Lv
  • Lung-Wa Chung
  • Xumu Zhang

Detail(s)

Original languageEnglish
Article number2045
Journal / PublicationNature Communications
Volume9
Issue number1
Publication statusPublished - 1 Dec 2018
Externally publishedYes

Abstract

Hydroformylation of 1,2-disubstituted alkenes usually occurs at the α position of the directing heteroatom such as oxygen atom and nitrogen atom. By contrast, to achieve hydroformylation on the β position of the heteroatom is a tough task. Herein, we report the asymmetric rhodium-catalyzed hydroformylation of 1,2-disubstituted alkenylsilanes with excellent regioselectivity at the β position (relative to the silicon heteroatom) and enantioselectivity. In a synthetic sense, we achieve the asymmetric hydroformylation on the β position of the oxygen atom indirectly by using the silicon group as a surrogate for the hydroxyl. Density functional theory (DFT) calculations are carried out to examine energetics of the whole reaction path for Rh/YanPhos-catalyzed asymmetric hydroformylation and understand its regioselectivity and enantioselectivity. Our computational study suggests that the silicon group can activate the substrate and is critical for the regioselectivity. © 2018 The Author(s).

Bibliographic Note

Publication details (e.g. title, author(s), publication statuses and dates) are captured on an “AS IS” and “AS AVAILABLE” basis at the time of record harvesting from the data source. Suggestions for further amendments or supplementary information can be sent to lbscholars@cityu.edu.hk.

Citation Format(s)

Silicon-oriented regio- and enantioselective rhodium-catalyzed hydroformylation. / You, Cai; Li, Xiuxiu; Yang, Yuhong et al.
In: Nature Communications, Vol. 9, No. 1, 2045, 01.12.2018.

Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review