fac-Re(2,2′-bipyridine)(CO)₃Cl Catalyzes Visible-Light-Driven Functionalization of an Organic Substrate with CO₂

Lorwongkamol, Phurinat; Watanabe, Taito; Kitada, Masaki; Uetake, Yuta; Saga, Yutaka; Kambe, Tetsuya; Kondo, Mio; Masaoka, Shigeyuki

doi:https://doi.org/10.1021/jacsau.5c00665

fac-Re(2,2′-bipyridine)(CO)₃Cl Catalyzes Visible-Light-Driven Functionalization of an Organic Substrate with CO₂

Lorwongkamol, Phurinat; Watanabe, Taito; Kitada, Masaki et al.

JACS Au, 2025, 5(9), 4170-4177

アクセス数:298件（2026-02-05 21:23 集計）

固定URL: https://hdl.handle.net/11094/103264

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タイトル	fac-Re(2,2′-bipyridine)(CO)₃Cl Catalyzes Visible-Light-Driven Functionalization of an Organic Substrate with CO₂
著者	著者名 Lorwongkamol, Phurinat
	ORCID 0000-0002-3628-5285 0000-0002-3628-5285 Scopus Author ID 57571150300 57571150300 著者名 Watanabe, Taito
	著者名 Kitada, Masaki
	NRID 1000010755440 1000010755440 ORCID 0000-0002-4742-8085 0000-0002-4742-8085 researchmap permalink yutauetake yutauetake Scopus Author ID 56417952700 56417952700 著者名 Uetake, Yuta
	NRID 1000020785521 1000020785521 ORCID 0009-0008-3718-3222 0009-0008-3718-3222 researchmap permalink ysagagerrard ysagagerrard Scopus Author ID 36515397900 36515397900 著者名 Saga, Yutaka
	NRID 1000000733495 1000000733495 ORCID 0000-0002-9216-2693 0000-0002-9216-2693 researchmap permalink kambe kambe Scopus Author ID 36131584400 36131584400 著者名 Kambe, Tetsuya
	NRID 1000020619168 1000020619168 著者名 Kondo, Mio
	NRID 1000020404048 1000020404048 ORCID 0000-0003-2678-2269 0000-0003-2678-2269 researchmap permalink Shigeyuki_Masaoka Shigeyuki_Masaoka Scopus Author ID 7003310045 7003310045 著者名 Masaoka, Shigeyuki
キーワード等	carboxylation
	CO₂
	photocatalysis
	Re complex
	visible light
内容	Lorwongkamol P., Watanabe T., Kitada M., et al. fac-Re(2,2′-bipyridine)(CO)₃Cl Catalyzes Visible-Light-Driven Functionalization of an Organic Substrate with CO₂. JACS Au 5, 4170 (2025); https://doi.org/10.1021/jacsau.5c00665.
抄録	The molecular photocatalyst fac-Re(2,2′-bipyridine)(CO)₃Cl ([Re-Cl]) is well established and has been extensively investigated for the highly active and selective conversion of CO₂ to CO. However, its reactivity in processes other than CO₂ reduction has rarely been explored. Herein, we report the application of [Re-Cl] as a catalyst for the visible-light-driven carboxylation of an alkene using CO₂, with phenyl vinyl sulfone (1) serving as a model substrate. The catalytic system successfully catalyzed the carboxylation of 1 to its corresponding carboxylic acid, with complete suppression of CO formation throughout the reaction. A turnover number (TON) of up to 2600, along with excellent regioselectivity, was achieved under optimized conditions. Control experiments revealed the key role of each reaction component, while isotope labeling with ¹³CO₂ confirmed that the carboxyl group originated from CO₂. Furthermore, mechanistic investigations suggested that the Re-CO₂ intermediate reacts directly with the alkene. These findings highlight the potential of Re-based molecular complexes for broader reactivities and expand their applicability in sustainable synthetic transformations.
出版者	American Chemical Society
収録物名	JACS Au
巻(号)	5(9)
ページ	4170-4177
刊行年月	2025-08-25
言語	英語
ハンドルURL	https://hdl.handle.net/11094/103264
eISSN	26913704
関連情報 (isIdenticalTo)	DOI (出版社版) https://doi.org/10.1021/jacsau.5c00665
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.
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	JACS Au. 2025, 5(9), p. 4170-4177
DC.title	fac-Re(2,2′-bipyridine)(CO)₃Cl Catalyzes Visible-Light-Driven Functionalization of an Organic Substrate with CO₂
DC.creator	Lorwongkamol, Phurinat
	Watanabe, Taito
	Kitada, Masaki
	Uetake, Yuta
	Saga, Yutaka
	Kambe, Tetsuya
	Kondo, Mio
	Masaoka, Shigeyuki
DC.publisher	American Chemical Society
DC.language' scheme='DCTERMS.RFC1766	英語
DC.type' scheme='DCTERMS.DCMIType	text
DCTERMS.issued' scheme='DCTERMS.W3CDTF	2025-08-25
DC.identifier	https://doi.org/10.1021/jacsau.5c00665
DC.subject	carboxylation
	CO₂
	photocatalysis
	Re complex
	visible light
DC.description	Lorwongkamol P., Watanabe T., Kitada M., et al. fac-Re(2,2′-bipyridine)(CO)₃Cl Catalyzes Visible-Light-Driven Functionalization of an Organic Substrate with CO₂. JACS Au 5, 4170 (2025); https://doi.org/10.1021/jacsau.5c00665.
DCTERMS.abstract	The molecular photocatalyst fac-Re(2,2′-bipyridine)(CO)₃Cl ([Re-Cl]) is well established and has been extensively investigated for the highly active and selective conversion of CO₂ to CO. However, its reactivity in processes other than CO₂ reduction has rarely been explored. Herein, we report the application of [Re-Cl] as a catalyst for the visible-light-driven carboxylation of an alkene using CO₂, with phenyl vinyl sulfone (1) serving as a model substrate. The catalytic system successfully catalyzed the carboxylation of 1 to its corresponding carboxylic acid, with complete suppression of CO formation throughout the reaction. A turnover number (TON) of up to 2600, along with excellent regioselectivity, was achieved under optimized conditions. Control experiments revealed the key role of each reaction component, while isotope labeling with ¹³CO₂ confirmed that the carboxyl group originated from CO₂. Furthermore, mechanistic investigations suggested that the Re-CO₂ intermediate reacts directly with the alkene. These findings highlight the potential of Re-based molecular complexes for broader reactivities and expand their applicability in sustainable synthetic transformations.
DC.rights	This article is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
DC.format	103264
citation_title	fac-Re(2,2′-bipyridine)(CO)₃Cl Catalyzes Visible-Light-Driven Functionalization of an Organic Substrate with CO₂
citation_author	Lorwongkamol, Phurinat
	Watanabe, Taito
	Kitada, Masaki
	Uetake, Yuta
	Saga, Yutaka
	Kambe, Tetsuya
	Kondo, Mio
	Masaoka, Shigeyuki
citation_publisher	American Chemical Society
citation_language	英語
citation_date	2025-08-25
citation_journal_title	JACS Au
citation_volume	5
citation_issue	9
citation_firstpage	4170
citation_lastpage	4177
citation_doi	https://doi.org/10.1021/jacsau.5c00665
citation_public_url	https://hdl.handle.net/11094/103264

fac-Re(2,2′-bipyridine)(CO)₃Cl Catalyzes Visible-Light-Driven Functionalization of an Organic Substrate with CO₂

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