Axial Ligand Enabled Synthesis of Allenylsilane through Dirhodium(II) Catalysis DOI
Liqun Yang, Zhaoguo Zhang

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(12), P. 3784 - 3784

Published: Jan. 1, 2024

Language: Английский

Dirhodium(II)/DPPM Catalyzed 1,2-Hydrosilylation of Conjugated Dienes with Tertiary Silanes DOI
Liqun Yang, Xiaoyu Wu,

Wenkui Lu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(11), P. 2287 - 2291

Published: March 8, 2024

A simple and efficient Rh2(OAc)4/DPPM (bis(diphenylphosphanyl)methane) catalyzed regioselective 1,2-anti-Markovnikov hydrosilylation of conjugated dienes with various tertiary silanes gave homoallylic in acetonitrile, which tolerate broad functional groups. Control experiments proved that no π-allyl transition metal intermediates were involved this hydrosilylation. Dirhodium hydride species was observed hydrosilylation, suggesting a direct insertion the terminal double bond into Rh–H is reaction.

Language: Английский

Citations

9

Axial Ligand Enables Synthesis of Allenylsilane through Dirhodium(II) Catalysis DOI

Wendeng Li,

Rui Wu,

Hao Ruan

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(38)

Published: June 18, 2024

Described herein is a dirhodium(II)-catalyzed silylation of propargyl esters with hydrosilanes, using tertiary amines as axial ligands. By adopting this strategy, range versatile and useful allenylsilanes can be achieved good yields. This reaction not only represents S

Language: Английский

Citations

5

An Aziridine and a 2‐Pyrrolidone with Pyridyl Sidearms as Ligands for Cationic Rh(I)‐Catalyzed Hydrosilylation and Hydrogenation of C=C and C≡C Bonds. DOI Open Access

Sudip Baguli,

Samarshi Chakraborty,

Soumajit Nath

et al.

Chemistry - A European Journal, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 1, 2025

Phosphine- or carbene-based soft ligands are customarily used in Rh and other late transition metal catalyzed alkene alkyne hydrosilylation hydrogenation. We report here an aziridine a 2-pyrrolidone with pyridyl sidearms, whose cationic Rh(I) complexes prove as excellent catalysts for hydrosilylating terminal olefins by Et3SiH giving anti-Markovnikov products selectively. To the best of our knowledge, [(2-pyrrolidone)-Rh]+ seems to be most active catalyst recording highest TOF 24000 h-1. It works remarkably (TOF: 714 h-1) even at 10 ppm concentration! Terminal alkynes hydrosilylated too give β-(Z)-vinylsilanes Both also hydrogenate alkenes doubly-hydrogenate alkynes, both internal, under ambient benchtop conditions. But hydrogenation, [(aziridine)-Rh]+ better. air-stable.

Language: Английский

Citations

0

Recent Progress of Platinum and Rhodium Catalysts in Hydrosilylation Reactions DOI

Leila Mirghaffari,

Seyedmohammad Hosseininezhad,

Melika Seydi

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(18)

Published: May 1, 2025

Abstract Hydrosilylation reactions are pivotal in silicon chemistry, facilitating the incorporation of hydride derivatives into carbon–carbon multiple bonds. This process is essential for synthesizing organosilicon compounds, which have widespread applications various industries, including polymer science and pharmaceuticals. review aims to critically evaluate recent advancements Pt Rh catalysts hydrosilylation (reactions between alkene derivatives, alkyne carbonyl with silanes), focusing on their catalytic efficiencies, selectivities, innovative methodologies employed enhance performance from 2020 2024. The encompasses catalyst systems, homogeneous heterogeneous catalysts, single‐atom hybrid materials, highlighting progress, limitations, recyclability.

Language: Английский

Citations

0

Harnessing the β-boron effect for regioselective Ru-catalyzed hydrosilylation of internal alkynes DOI Creative Commons
Jiasheng Qian,

Shuang Lin,

Zhihao Chen

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: May 14, 2025

Language: Английский

Citations

0

Dirhodium(II)/ XantPhos Catalyzed Synthesis of β‐(E)‐Vinylsilanes via Hydrosilylation and Isomerization from Alkynes DOI
Zhaoguo Zhang, Liqun Yang,

Mingjun Yi

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(64)

Published: Aug. 27, 2024

A concise hydrosilylation of alkynes for synthesizing β-(E)-vinylsilanes catalyzed by dirhodium(II)/XantPhos has been developed. In this reaction, were generated from the isomerization β-(Z)-vinylsilanes dirhodium(II) hydride species rather than direct insertion triple bond into M-H or M-Si (traditional Chalk-Harrod mechanism modified mechanism). The displayed a broad substrate scope and tertiary silanes, tolerating diverse functional groups including halides, nitriles, amines, esters, heterocycles.

Language: Английский

Citations

3

Axial Ligand Enables Synthesis of Allenylsilane through Dirhodium(II) Catalysis DOI

Wendeng Li,

Wu Rui,

Hao Ruan

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(38)

Published: June 18, 2024

Abstract Described herein is a dirhodium(II)‐catalyzed silylation of propargyl esters with hydrosilanes, using tertiary amines as axial ligands. By adopting this strategy, range versatile and useful allenylsilanes can be achieved good yields. This reaction not only represents S N 2′‐type the derivatives bearing terminal alkyne moiety to synthesize from simple but also new application dirhodium(II) complexes in catalytic transformation carbon‐carbon triple bond. The highly functionalized that are produced transformed into series synthetically organic molecules. In reaction, an intriguing ON‐OFF effect amine ligand was observed. almost did occur ( OFF ) without addition Lewis base ligand. However, took place smoothly ON after amount Detailed mechanistic studies density functional theory (DFT) calculations indicate reactivity delicately improved by use amine. fine‐tuning crucial formation Rh−Si species via concerted metalation deprotonation (CMD) mechanism facilitating β‐ oxygen elimination.

Language: Английский

Citations

0

Ubiquitous Role of Phosphine‐Based Water‐Soluble Ligand in Promoting Catalytic Reactions in Water DOI Open Access
Manisha Patel, Anant R. Kapdi

The Chemical Record, Journal Year: 2024, Volume and Issue: 24(9)

Published: Aug. 20, 2024

Catalysis has been at the forefront of developments that revolutionised synthesis and provided impetus in discovery platform technologies for efficient C-C or C-X bond formation. Current environmental situation however, demands a change strategy with catalysis being promoted more solvents are benign (Water) development hydrophilic ligands (especially phosphines) is necessity which could promote catalytic reactions water, allow recyclability solutions make it possible to isolate products using column-free techniques involve lesser usage hazardous organic solvents. In this review, we therefore critically analyse such processes providing examples do follow above-mentioned parameter.

Language: Английский

Citations

0

Mechanism and chemoselectivity of nitrile hydrosilylation catalyzed by [E-Rh] (E=Al, Ga, In) heterobimetallic catalysts: A theoretical perspective DOI
Yuanyuan Sun, Yanli Zeng, Xiaoyan Li

et al.

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 569, P. 114645 - 114645

Published: Oct. 31, 2024

Language: Английский

Citations

0

Axial Ligand Enabled Synthesis of Allenylsilane through Dirhodium(II) Catalysis DOI
Liqun Yang, Zhaoguo Zhang

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(12), P. 3784 - 3784

Published: Jan. 1, 2024

Language: Английский

Citations

0