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Published on: October 18, 2019
N-Indolylsilylene Cobalt(I) Chloride: A Base Metal Catalyst for Alkene Hydrosilylation.
Xiangxu Zhang1, Qingshuang Li1, Hongjian Sun1
1School of Chemistry and Chemical Engineering, Key Laboratory of Special Functional Aggregated Materials, Ministry of Education, Shandong University, Shanda Nanlu 27, 250100 Jinan, People's Republic of China.
A novel N-indolylsilylene ligand facilitates highly active cobalt catalysts for alkene hydrosilylation. Complex 1 demonstrates superior performance, efficiently producing Markovnikov addition products under mild conditions.
Area of Science:
- Organometallic Chemistry
- Catalysis
- Ligand Design
Background:
- Development of efficient catalysts for alkene hydrosilylation is crucial.
- Silylene ligands offer unique electronic and steric properties for transition metal catalysis.
- Cobalt complexes are increasingly explored for catalytic applications.
Purpose of the Study:
- To synthesize and characterize a new N-indolylsilylene ligand (L1).
- To prepare and evaluate N-indolylsilylene cobalt complexes as catalysts for alkene hydrosilylation.
- To investigate the catalytic mechanism and identify key intermediates.
Main Methods:
- Ligand synthesis and characterization.
- Preparation and isolation of cobalt complexes (1, 2, and 4).
- Catalytic testing for alkene hydrosilylation.
- Single-crystal X-ray diffraction for structural determination.
Main Results:
- Successful synthesis of N-indolylsilylene ligand L1.
- Preparation of cobalt complexes 1 (N-indolylsilylene cobalt(I) chloride) and 2 (N-indolyldiphenylphosphine cobalt(I) chloride).
- Complex 1 exhibited superior catalytic activity and selectivity in alkene hydrosilylation, producing Markovnikov products efficiently at 50 °C within 10 min.
- Isolation of a silyl dihydrido silylene Co complex (4) as a potential intermediate.
Conclusions:
- The N-indolylsilylene ligand L1 enables highly active cobalt catalysts for alkene hydrosilylation.
- Complex 1 is a highly efficient and selective catalyst, outperforming existing systems.
- N-Indolylsilylene cobalt(I) hydride is proposed as the active catalytic species.
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