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

Wendeng Li,

Wu Rui,

Hao Ruan

и другие.

Angewandte Chemie, Год журнала: 2024, Номер 136(38)

Опубликована: Июнь 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.

Язык: Английский

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

Wendeng Li,

Rui Wu,

Hao Ruan

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(38)

Опубликована: Июнь 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

Язык: Английский

Процитировано

5
Visible light promoted synthesis of allenes DOI
Jitender Singh,

Barakha Saxena,

Anuj Sharma

и другие.

Catalysis Science & Technology, Год журнала: 2024, Номер 14(18), С. 5143 - 5160

Опубликована: Янв. 1, 2024

This review article summarizes the visible light mediated synthesis of allenes from substrates like 1,3-enynes, propargylic carbonates, homopropargylic alcohols, oxalates, alkynyl diazo compounds, and terminal aziridines.

Язык: Английский

Процитировано

2
Iridium-Catalyzed Asymmetric Silylation of Propargylic C(sp3)–H Bonds DOI
Martin Oestreich, Hendrik F. T. Klare, Aliyaah J. M. Rahman

и другие.

Synfacts, Год журнала: 2024, Номер 20(05), С. 0492 - 0492

Опубликована: Апрель 15, 2024

Key words allenylsilanes - iridium catalysis propargylic C(sp3)–H silylation propargylsilanes

Язык: Английский

Процитировано

0
Iridium-Catalyzed Enantioselective Propargylic C–H Trifluoromethylthiolation and Related Processes DOI Creative Commons

Jiao Yu,

Yue Xia,

Shalini Dey

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер unknown

Опубликована: Окт. 1, 2024

The trifluoromethylthio group (SCF

Язык: Английский

Процитировано

0
Axial Ligand Enables Synthesis of Allenylsilane through Dirhodium(II) Catalysis DOI

Wendeng Li,

Wu Rui,

Hao Ruan

и другие.

Angewandte Chemie, Год журнала: 2024, Номер 136(38)

Опубликована: Июнь 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.

Язык: Английский

Процитировано

0