Nickel-Catalyzed Reductive Csp3-Ge Coupling of Alkyl Bromides with Chlorogermanes

Org Lett. 2022 Mar 11;24(9):1802-1806. doi: 10.1021/acs.orglett.2c00207. Epub 2022 Feb 24.

Abstract

Reductive cross-coupling provides facile access to organogermanes, but it remains largely unexplored. Herein we report a nickel-catalyzed reductive Csp3-Ge coupling of alkyl bromides with chlorogermanes. This work has established a new method for producing alkylgermanes. The reaction proceeds under very mild conditions and tolerates various functionalities including ether, alcohol, alkene, nitrile, amine, ester, phosphonates, amides, ketone, and aldehyde. The application of this method to the modification of bioactive molecules is demonstrated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes
  • Bromides*
  • Catalysis
  • Molecular Structure
  • Nickel*

Substances

  • Alkenes
  • Bromides
  • Nickel