Photo- and Rh-Promoted Cross-Coupling Reactions of α-Hydroxy Aryl Ketones via Cleavage of Carbon–Carbon σ-Bonds

Shimizu, Atsuya; Tan, Haruka; Takaya, Jun

doi:https://doi.org/10.1002/slct.72585

Photo- and Rh-Promoted Cross-Coupling Reactions of α-Hydroxy Aryl Ketones via Cleavage of Carbon–Carbon σ-Bonds

Shimizu, Atsuya; Tan, Haruka; Takaya, Jun

ChemistrySelect, 2026, 11(6), e72585

アクセス数:49件（2026-04-11 23:58 集計）

固定URL: https://hdl.handle.net/11094/103813

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タイトル	Photo- and Rh-Promoted Cross-Coupling Reactions of α-Hydroxy Aryl Ketones via Cleavage of Carbon–Carbon σ-Bonds
著者	著者名 Shimizu, Atsuya
	著者名 Tan, Haruka
	NRID 1000060401535 1000060401535 ORCID 0000-0002-4582-2521 0000-0002-4582-2521 researchmap permalink read0134152 read0134152 Scopus Author ID 7003372064 7003372064 著者名 Takaya, Jun
キーワード等	C─C σ-bond activation
	cross coupling
	norrish type I reaction
	rhodium
	photoreaction
内容	This is the peer reviewed version of the following article: A. Shimizu, H. Tan, and J. Takaya, Photo- and Rh-Promoted Cross-Coupling Reactions of α-Hydroxy Aryl Ketones via Cleavage of Carbon–Carbon σ-Bonds. ChemistrySelect 11, no. 6, e72585 (2026), which has been published in final form at https://doi.org/10.1002/slct.72585. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited.
抄録	The cross-coupling reaction of α-hydroxy aryl ketones with aryl bromides to give biaryls via cleavage of C─C σ-bonds was achieved utilizing a Rh catalyst under photoirradiation conditions. The reaction is initiated by the photoinduced Norrish type I reaction of aryl ketones to generate aroyl radicals, which are captured by the Rh catalyst to be decarbonylated and coupled with aryl radicals generated from aryl bromides. The reaction was further applied to an arylative ring-opening reaction of 1,4-epoxy-1,4-dihydronaphthalene derivatives. This work demonstrates new synthetic utility of aryl ketones as aryl sources in cross coupling reactions.
出版者	Wiley
収録物名	ChemistrySelect
巻(号)	11(6)
ページ	e72585
刊行年月	2026-02-10
言語	英語
ハンドルURL	https://hdl.handle.net/11094/103813
PISSN	23656549
eISSN	23656549
関連情報 (isVersionOf)	DOI (出版社版) https://doi.org/10.1002/slct.72585
アクセス権	embargoed access
権利情報	The full-text file will be made open to the public on 10 February 2027 in accordance with the publisher's policy.
出版タイプ	Accepted Manuscript
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	ChemistrySelect. 2026, 11(6), p. e72585
DC.title	Photo- and Rh-Promoted Cross-Coupling Reactions of α-Hydroxy Aryl Ketones via Cleavage of Carbon–Carbon σ-Bonds
DC.creator	Shimizu, Atsuya
	Tan, Haruka
	Takaya, Jun
DC.publisher	Wiley
DC.language' scheme='DCTERMS.RFC1766	英語
DC.type' scheme='DCTERMS.DCMIType	text
DCTERMS.issued' scheme='DCTERMS.W3CDTF	2026-02-10
DC.identifier	https://doi.org/10.1002/slct.72585
DC.subject	C─C σ-bond activation
	cross coupling
	norrish type I reaction
	rhodium
	photoreaction
DC.description	This is the peer reviewed version of the following article: A. Shimizu, H. Tan, and J. Takaya, Photo- and Rh-Promoted Cross-Coupling Reactions of α-Hydroxy Aryl Ketones via Cleavage of Carbon–Carbon σ-Bonds. ChemistrySelect 11, no. 6, e72585 (2026), which has been published in final form at https://doi.org/10.1002/slct.72585. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited.
DCTERMS.abstract	The cross-coupling reaction of α-hydroxy aryl ketones with aryl bromides to give biaryls via cleavage of C─C σ-bonds was achieved utilizing a Rh catalyst under photoirradiation conditions. The reaction is initiated by the photoinduced Norrish type I reaction of aryl ketones to generate aroyl radicals, which are captured by the Rh catalyst to be decarbonylated and coupled with aryl radicals generated from aryl bromides. The reaction was further applied to an arylative ring-opening reaction of 1,4-epoxy-1,4-dihydronaphthalene derivatives. This work demonstrates new synthetic utility of aryl ketones as aryl sources in cross coupling reactions.
DC.rights	The full-text file will be made open to the public on 10 February 2027 in accordance with the publisher's policy.
DC.format	103813
citation_title	Photo- and Rh-Promoted Cross-Coupling Reactions of α-Hydroxy Aryl Ketones via Cleavage of Carbon–Carbon σ-Bonds
citation_author	Shimizu, Atsuya
	Tan, Haruka
	Takaya, Jun
citation_publisher	Wiley
citation_language	英語
citation_date	2026-02-10
citation_journal_title	ChemistrySelect
citation_volume	11
citation_issue	6
citation_firstpage	e72585
citation_doi	https://doi.org/10.1002/slct.72585
citation_public_url	https://hdl.handle.net/11094/103813

Photo- and Rh-Promoted Cross-Coupling Reactions of α-Hydroxy Aryl Ketones via Cleavage of Carbon–Carbon σ-Bonds

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