Structural Elucidation of Silver(I) Amides and Their Application as Catalysts in the Hydrosilylation and Hydroboration of Carbonyls

Samantha A. Orr; John A. Kelly; Aaron J. Boutland; Victoria L. Blair

doi:10.1002/chem.202000169

Structural Elucidation of Silver(I) Amides and Their Application as Catalysts in the Hydrosilylation and Hydroboration of Carbonyls

Samantha A. Orr, John A. Kelly, Aaron J. Boutland, Victoria L. Blair

School of Chemistry

Research output: Contribution to journal › Article › Research › peer-review

19 Citations (Scopus)

Abstract

This study details the isolation and characterisation of three novel silver(I) amides in solution and solid-state, [Ag(Cy₃P)(HMDS)] 2, [Ag(Cy₃P){N(TMS)(Dipp)}] 3 and [Ag(Cy₃P)₂(NPh₂)] 4. Their catalytic abilities have proved successful in hydroboration and hydrosilylation reactions with a full investigation performed with complex 2. Both protocols proceed under mild conditions, displaying exceptional functional-group tolerance and chemoselectivity, in excellent conversions at competitive reaction times. This work reveals the first catalytic hydroboration of aldehydes and ketones performed by a silver(I) catalyst.

Original language	English
Pages (from-to)	4947-4951
Number of pages	5
Journal	Chemistry - A European Journal
Volume	26
Issue number	22
DOIs	https://doi.org/10.1002/chem.202000169
Publication status	Published - 16 Apr 2020

Keywords

amides
hydroboration
hydrosilylation
silver
solid state

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10.1002/chem.202000169

Cite this

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title = "Structural Elucidation of Silver(I) Amides and Their Application as Catalysts in the Hydrosilylation and Hydroboration of Carbonyls",

abstract = "This study details the isolation and characterisation of three novel silver(I) amides in solution and solid-state, [Ag(Cy3P)(HMDS)] 2, [Ag(Cy3P){N(TMS)(Dipp)}] 3 and [Ag(Cy3P)2(NPh2)] 4. Their catalytic abilities have proved successful in hydroboration and hydrosilylation reactions with a full investigation performed with complex 2. Both protocols proceed under mild conditions, displaying exceptional functional-group tolerance and chemoselectivity, in excellent conversions at competitive reaction times. This work reveals the first catalytic hydroboration of aldehydes and ketones performed by a silver(I) catalyst.",

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AU - Boutland, Aaron J.

AU - Blair, Victoria L.

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AB - This study details the isolation and characterisation of three novel silver(I) amides in solution and solid-state, [Ag(Cy3P)(HMDS)] 2, [Ag(Cy3P){N(TMS)(Dipp)}] 3 and [Ag(Cy3P)2(NPh2)] 4. Their catalytic abilities have proved successful in hydroboration and hydrosilylation reactions with a full investigation performed with complex 2. Both protocols proceed under mild conditions, displaying exceptional functional-group tolerance and chemoselectivity, in excellent conversions at competitive reaction times. This work reveals the first catalytic hydroboration of aldehydes and ketones performed by a silver(I) catalyst.

KW - amides

KW - hydroboration

KW - hydrosilylation

KW - silver

KW - solid state

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Structural Elucidation of Silver(I) Amides and Their Application as Catalysts in the Hydrosilylation and Hydroboration of Carbonyls

Abstract

Keywords

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Expanding the Organometallic Toolbox for Constructing Novel Heterocycles

Australian Synchrotron

Cite this

Structural Elucidation of Silver(I) Amides and Their Application as Catalysts in the Hydrosilylation and Hydroboration of Carbonyls

Abstract

Keywords

Access to Document

Other files and links

Projects

Expanding the Organometallic Toolbox for Constructing Novel Heterocycles

Equipment

Australian Synchrotron

Cite this