Cobalt-Catalyzed Decarbonylation of Aromatic Acylsilanes via the Cleavage of Carbon–Silicon Bonds

Matsuura, Akihisa; Tabata, Ryoichi; Tobisu, Mamoru

doi:https://doi.org/10.1002/asia.202500875

Cobalt-Catalyzed Decarbonylation of Aromatic Acylsilanes via the Cleavage of Carbon–Silicon Bonds

Matsuura, Akihisa; Tabata, Ryoichi; Tobisu, Mamoru

Chemistry - An Asian Journal, 2025, 20(22), e00875

アクセス数:62件（2026-02-16 13:14 集計）

固定URL: https://hdl.handle.net/11094/103277

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タイトル	Cobalt-Catalyzed Decarbonylation of Aromatic Acylsilanes via the Cleavage of Carbon–Silicon Bonds
著者	著者名 Matsuura, Akihisa
	著者名 Tabata, Ryoichi
	NRID 1000060403143 1000060403143 ORCID 0000-0002-8415-2225 0000-0002-8415-2225 researchmap permalink read0156480 read0156480 Scopus Author ID 6506514402 6506514402 著者名 Tobisu, Mamoru
キーワード等	Acylsilane
	Cobalt
	C─Si bond activation
	Decarbonylation
	Homogeneous catalysis
内容	Matsuura A., Tabata R., Tobisu M.. Cobalt-Catalyzed Decarbonylation of Aromatic Acylsilanes via the Cleavage of Carbon–Silicon Bonds. Chemistry - An Asian Journal 20(22), e00875 (2025); https://doi.org/10.1002/asia.202500875.
抄録	The catalytic decarbonylation of acylsilanes provides a unique entry to arylsilanes through C─Si bond activation. Here we describe a cobalt-catalyzed protocol that enables this transformation. A range of benzoylsilanes bearing trimethylsilyl, triethylsilyl, or dimethylphenylsilyl groups were converted into the corresponding arylsilanes, while functional groups such as esters, nitriles, ethers, and acetals were tolerated. Control experiments using mixed acylsilanes revealed that the cobalt catalyst operates without generating crossover products, suggesting a pathway distinct from that of rhodium catalysts and mechanistically closer to nickel. Comparative studies further demonstrated that the cobalt system exhibits higher activity than the nickel counterpart. In addition, the method allows post-modification of acylsilane directing groups, as illustrated by the sequential ortho-C─H functionalization and subsequent cobalt-catalyzed decarbonylation.
出版者	John Wiley and Sons Ltd
収録物名	Chemistry - An Asian Journal
巻(号)	20(22)
ページ	e00875
刊行年月	2025-09-29
言語	英語
ハンドルURL	https://hdl.handle.net/11094/103277
PISSN	18614728
eISSN	1861471X
関連情報 (isIdenticalTo)	DOI (出版社版) https://doi.org/10.1002/asia.202500875
アクセス権	open access
権利情報	This article is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
権利情報	© 2025 The Author(s). Chemistry - An Asian Journal published by Wiley-VCH GmbH
出版タイプ	Version of Record
カテゴリ	学術雑誌論文 Journal Article

資源タイプ	学術雑誌論文
ローカル資源タイプ	学術雑誌論文
DCMI資源タイプ	text
DCTERMS.bibliographicCitation	Chemistry - An Asian Journal. 2025, 20(22), p. e00875
DC.title	Cobalt-Catalyzed Decarbonylation of Aromatic Acylsilanes via the Cleavage of Carbon–Silicon Bonds
DC.creator	Matsuura, Akihisa
	Tabata, Ryoichi
	Tobisu, Mamoru
DC.publisher	John Wiley and Sons Ltd
DC.language' scheme='DCTERMS.RFC1766	英語
DC.type' scheme='DCTERMS.DCMIType	text
DCTERMS.issued' scheme='DCTERMS.W3CDTF	2025-09-29
DC.identifier	https://doi.org/10.1002/asia.202500875
DC.subject	Acylsilane
	Cobalt
	C─Si bond activation
	Decarbonylation
	Homogeneous catalysis
DC.description	Matsuura A., Tabata R., Tobisu M.. Cobalt-Catalyzed Decarbonylation of Aromatic Acylsilanes via the Cleavage of Carbon–Silicon Bonds. Chemistry - An Asian Journal 20(22), e00875 (2025); https://doi.org/10.1002/asia.202500875.
DCTERMS.abstract	The catalytic decarbonylation of acylsilanes provides a unique entry to arylsilanes through C─Si bond activation. Here we describe a cobalt-catalyzed protocol that enables this transformation. A range of benzoylsilanes bearing trimethylsilyl, triethylsilyl, or dimethylphenylsilyl groups were converted into the corresponding arylsilanes, while functional groups such as esters, nitriles, ethers, and acetals were tolerated. Control experiments using mixed acylsilanes revealed that the cobalt catalyst operates without generating crossover products, suggesting a pathway distinct from that of rhodium catalysts and mechanistically closer to nickel. Comparative studies further demonstrated that the cobalt system exhibits higher activity than the nickel counterpart. In addition, the method allows post-modification of acylsilane directing groups, as illustrated by the sequential ortho-C─H functionalization and subsequent cobalt-catalyzed decarbonylation.
DC.rights	This article is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
DC.rights	© 2025 The Author(s). Chemistry - An Asian Journal published by Wiley-VCH GmbH
DC.format	103277
citation_title	Cobalt-Catalyzed Decarbonylation of Aromatic Acylsilanes via the Cleavage of Carbon–Silicon Bonds
citation_author	Matsuura, Akihisa
	Tabata, Ryoichi
	Tobisu, Mamoru
citation_publisher	John Wiley and Sons Ltd
citation_language	英語
citation_date	2025-09-29
citation_journal_title	Chemistry - An Asian Journal
citation_volume	20
citation_issue	22
citation_firstpage	e00875
citation_doi	https://doi.org/10.1002/asia.202500875
citation_public_url	https://hdl.handle.net/11094/103277

Cobalt-Catalyzed Decarbonylation of Aromatic Acylsilanes via the Cleavage of Carbon–Silicon Bonds

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