We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Ligands with 1,10-phenanthroline scaffold for highly regioselective iron-catalyzed alkene hydrosilylation.
- Authors
Meng-Yang Hu; Qiao He; Song-Jie Fan; Zi-Chen Wang; Luo-Yan Liu; Yi-Jiang Mu; Qian Peng; Shou-Fei Zhu
- Abstract
Transition-metal-catalyzed alkene hydrosilylation is one of the most important homogeneous catalytic reactions, and the development of methods that use base metals, especially iron, as catalysts for this transformation is a growing area of research. However, the limited number of ligand scaffolds applicable for base-metal-catalyzed alkene hydrosilylation has seriously hindered advances in this area. Herein, we report the use of 1,10-phenanthroline ligands in base-metal catalysts for alkene hydrosilylation. In particular, iron catalysts with 2,9-diaryl- 1,10-phenanthroline ligands exhibit unexpected reactivity and selectivity for hydrosilylation of alkenes, including unique benzylic selectivity with internal alkenes, Markovnikov selectivity with terminal styrenes and 1,3-dienes, and excellent activity toward aliphatic terminal alkenes. According to the mechanistic studies, the unusual benzylic selectivity of this hydrosilylation initiates from π-π interaction between the phenyl of the alkene and the phenanthroline of the ligand. This ligand scaffold and its unique catalytic model will open possibilities for basemetal- catalyzed hydrosilylation reactions.
- Subjects
LIGANDS (Biochemistry); PHENANTHROLINE; REGIOSELECTIVITY (Chemistry); ALKENES; HYDROSILYLATION; MARKOVNIKOV'S rule
- Publication
Nature Communications, 2018, Vol 9, Issue 1, p1
- ISSN
2041-1723
- Publication type
Article
- DOI
10.1038/s41467-017-02472-6