Efficient Solvent-Free Hydrosilylation of Aldehydes and Ketones Catalyzed by Fe2(CO)9/C6H4-o-(NCH2PPh2)2BH

Fang, Fei; Chang, Jiarui; Zhang, Jie; Chen, Xuenian

doi:10.1007/s10562-021-03578-9

Cited by 2 publications

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“…We have been interested in the catalytic application of transition metal complexes supported by different types of pincer ligands . Recently, we prepared a PBP pincer osmium hydrido complex, [OsH- cis -(CO) 2 - mer -{κ 3 - P , B , P ′-B(NCH 2 PPh 2 ) 2 - o -C 6 H 4 }] ( 1 ).…”

Section: Introductionmentioning

confidence: 99%

An Effective Osmium Precatalyst for Practical Synthesis of Diarylketones: Preparation, Reactivity, and Catalytic Application of [OsH-cis-(CO)₂-mer-{κ³-P,B,P′-B(NCH₂PPh₂)₂-o-C₆H₄}]

et al. 2021

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Developing new approaches for efficient synthesis of diarylketones from commercially available inexpensive substrates via practical procedures is highly desirable. In this work, an effective catalytic system for the synthesis of diarylketones was developed based on a newly synthesized Os PBP pincer complex [OsH-cis-(CO) 2 -mer-{κ 3 -P,B,P′-B(NCH 2 PPh 2 ) 2 -o-C 6 H 4 }] (1). Complex 1 proved to be very stable against many reagents at room temperature; CS 2 can only react with 1 at elevated temperatures to produce [Os(κ 2 -S,S'-S 2 CH)(CO)-mer-{κ 3 -P,B,P′-B(NCH 2 PPh 2 ) 2 -o-C 6 H 4 }] (2). Complex 1 was found to be an efficient precatalyst for the coupling reactions between arylboronic acids and aryl aldehydes. The reactions are tolerant of many functional groups and proceed smoothly in toluene in the presence of K 3 PO 4 and H 2 O at 100 °C under an air atmosphere to give diaryl ketones in good to excellent yields. It was demonstrated that the reactions were catalyzed by in situ generated osmium nanoparticles. This work would open an avenue of heterogeneous transition metal catalyst system for the synthesis of diarylketones via the coupling reactions between arylboronic acids and aryl aldehydes, which has never been reported before.

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Section: Introductionmentioning

confidence: 99%

An Effective Osmium Precatalyst for Practical Synthesis of Diarylketones: Preparation, Reactivity, and Catalytic Application of [OsH-cis-(CO)₂-mer-{κ³-P,B,P′-B(NCH₂PPh₂)₂-o-C₆H₄}]

et al. 2021

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Bis‐Dianionic β‐Ketoiminato Octalithium Complex Catalyzed Hydrosilylation and Cyanosilylation of Carbonyl Compounds

Zhu,

Zhou,

et al. 2023

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A well‐defined bis‐dianionic β‐ketoiminato octalithium complex was employed as an efficient catalyst for the hydrosilylation of aldehydes and ketones. Various corresponding alcohols were obtained in high yields with functional group tolerance. In addition, the catalytic system can also be applied to the cyanosilylation of a broad range of aldehydes and ketones with down to 0.05 mol % catalyst loadings.

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Efficient Solvent-Free Hydrosilylation of Aldehydes and Ketones Catalyzed by Fe2(CO)9/C6H4-o-(NCH2PPh2)2BH

Cited by 2 publications

References 52 publications

An Effective Osmium Precatalyst for Practical Synthesis of Diarylketones: Preparation, Reactivity, and Catalytic Application of [OsH-cis-(CO)₂-mer-{κ³-P,B,P′-B(NCH₂PPh₂)₂-o-C₆H₄}]

An Effective Osmium Precatalyst for Practical Synthesis of Diarylketones: Preparation, Reactivity, and Catalytic Application of [OsH-cis-(CO)₂-mer-{κ³-P,B,P′-B(NCH₂PPh₂)₂-o-C₆H₄}]

Bis‐Dianionic β‐Ketoiminato Octalithium Complex Catalyzed Hydrosilylation and Cyanosilylation of Carbonyl Compounds

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Efficient Solvent-Free Hydrosilylation of Aldehydes and Ketones Catalyzed by Fe2(CO)9/C6H4-o-(NCH2PPh2)2BH

Cited by 2 publications

References 52 publications

An Effective Osmium Precatalyst for Practical Synthesis of Diarylketones: Preparation, Reactivity, and Catalytic Application of [OsH-cis-(CO)2-mer-{κ3-P,B,P′-B(NCH2PPh2)2-o-C6H4}]

An Effective Osmium Precatalyst for Practical Synthesis of Diarylketones: Preparation, Reactivity, and Catalytic Application of [OsH-cis-(CO)2-mer-{κ3-P,B,P′-B(NCH2PPh2)2-o-C6H4}]

Bis‐Dianionic β‐Ketoiminato Octalithium Complex Catalyzed Hydrosilylation and Cyanosilylation of Carbonyl Compounds

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An Effective Osmium Precatalyst for Practical Synthesis of Diarylketones: Preparation, Reactivity, and Catalytic Application of [OsH-cis-(CO)₂-mer-{κ³-P,B,P′-B(NCH₂PPh₂)₂-o-C₆H₄}]

An Effective Osmium Precatalyst for Practical Synthesis of Diarylketones: Preparation, Reactivity, and Catalytic Application of [OsH-cis-(CO)₂-mer-{κ³-P,B,P′-B(NCH₂PPh₂)₂-o-C₆H₄}]