A Diverse Array of Catalytic Photoredox Reactions Based on Aluminum(III)-Salen Complexes: Understanding the Enhancement of Catalytic Activity via Amine Association

Nishimoto, Yoshihiro; Takahashi, Ryota; Miyamura, Takuma; Osakada, Yasuko; Fujitsuka, Mamoru; Abe, Manabu; Yasuda, Makoto

doi:https://doi.org/10.1002/chem.202501753

A Diverse Array of Catalytic Photoredox Reactions Based on Aluminum(III)-Salen Complexes: Understanding the Enhancement of Catalytic Activity via Amine Association

Nishimoto, Yoshihiro; Takahashi, Ryota; Miyamura, Takuma et al.

Chemistry - A European Journal, 2025, 31(46), e202501753

Number of Access:44（2025-10-09 09:49 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/102634

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Title	A Diverse Array of Catalytic Photoredox Reactions Based on Aluminum(III)-Salen Complexes: Understanding the Enhancement of Catalytic Activity via Amine Association
Creator	NRID 1000030550115 1000030550115 ORCID 0000-0002-7182-0503 0000-0002-7182-0503 researchmap permalink nishimoto123 nishimoto123 Scopus Author ID 15048464600 15048464600 CreatorName Nishimoto, Yoshihiro
	CreatorName Takahashi, Ryota
	CreatorName Miyamura, Takuma
	NRID 1000000579245 1000000579245 ORCID 0000-0003-4078-0112 0000-0003-4078-0112 researchmap permalink read0149846 read0149846 Scopus Author ID 8865626500 8865626500 CreatorName Osakada, Yasuko
	NRID 1000040282040 1000040282040 researchmap permalink read0118564 read0118564 Scopus Author ID 7005928970 7005928970 CreatorName Fujitsuka, Mamoru
	NRID 1000030273577 1000030273577 CreatorName Abe, Manabu
	NRID 1000040273601 1000040273601 ORCID 0000-0002-6618-2893 0000-0002-6618-2893 researchmap permalink read0185253 read0185253 Scopus Author ID 7402645045 7402645045 CreatorName Yasuda, Makoto
Subject	aluminum
	amines
	mechanistic study
	photoredox catalysis
	transient absorption spectroscopy
Description	Nishimoto Y., Takahashi R., Miyamura T., et al. A Diverse Array of Catalytic Photoredox Reactions Based on Aluminum(III)-Salen Complexes: Understanding the Enhancement of Catalytic Activity via Amine Association. Chemistry - A European Journal 31, e202501753 (2025); https://doi.org/10.1002/chem.202501753.
Abstract	Since aluminum is an earth-abundant and environmentally benign main-group metal, the development of aluminum-complex-based photoredox catalysts remains a significant issue. Herein, we report aluminum(III)-salen complexes (Al-salens) as versatile photoredox catalysts. The combination of an Al-salen catalyst with an amine under visible-light irradiation allowed the hydrodechlorinative transformations of aryl chlorides, the reductive coupling of carbonyl compounds, and the defluoroallylation of perfluoroalkylarenes. Mechanistic studies using transient absorption spectroscopy suggested that the Al-salen complex associates with the amine via its vacant site to improve the reducing ability of its excited state. After electron transfer between the excited state of the Al-salen/amine complex and an appropriate oxidant, the generated aminium radical cation is leveraged to achieve the oxidative transformations of amines, such as α-arylation and α-cyanation. The diversity of the catalytic photoredox reactions based on Al-salen complexes is comparable to that of heavy-precious-metal-based catalysts.
Publisher	John Wiley and Sons Inc
Source Title	Chemistry - A European Journal
Volume (Issue)	31(46)
Page	e202501753
Date of Issued	2025-06-26
Language	English
Handle URL	https://hdl.handle.net/11094/102634
PISSN	09476539
eISSN	15213765
Relation.isIdenticalTo	DOI (Publisher Version) https://doi.org/10.1002/chem.202501753
Access Rights	open access
CopyRight	This article is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
CopyRight	© 2025 The Author(s). Chemistry – A European Journal published by Wiley-VCH GmbH
oaire:version	Version of Record
Category	学術雑誌論文 Journal Article

Resource Type	journal article
Local Type	Journal Article
DCMI Type	Text
DCTERMS.bibliographicCitation	Chemistry - A European Journal. 2025, 31(46), p. e202501753
DC.title	A Diverse Array of Catalytic Photoredox Reactions Based on Aluminum(III)-Salen Complexes: Understanding the Enhancement of Catalytic Activity via Amine Association
DC.creator	Nishimoto, Yoshihiro
	Takahashi, Ryota
	Miyamura, Takuma
	Osakada, Yasuko
	Fujitsuka, Mamoru
	Abe, Manabu
	Yasuda, Makoto
DC.publisher	John Wiley and Sons Inc
DC.language' scheme='DCTERMS.RFC1766	English
DC.type' scheme='DCTERMS.DCMIType	Text
DCTERMS.issued' scheme='DCTERMS.W3CDTF	2025-06-26
DC.identifier	https://doi.org/10.1002/chem.202501753
DC.subject	aluminum
	amines
	mechanistic study
	photoredox catalysis
	transient absorption spectroscopy
DC.description	Nishimoto Y., Takahashi R., Miyamura T., et al. A Diverse Array of Catalytic Photoredox Reactions Based on Aluminum(III)-Salen Complexes: Understanding the Enhancement of Catalytic Activity via Amine Association. Chemistry - A European Journal 31, e202501753 (2025); https://doi.org/10.1002/chem.202501753.
DCTERMS.abstract	Since aluminum is an earth-abundant and environmentally benign main-group metal, the development of aluminum-complex-based photoredox catalysts remains a significant issue. Herein, we report aluminum(III)-salen complexes (Al-salens) as versatile photoredox catalysts. The combination of an Al-salen catalyst with an amine under visible-light irradiation allowed the hydrodechlorinative transformations of aryl chlorides, the reductive coupling of carbonyl compounds, and the defluoroallylation of perfluoroalkylarenes. Mechanistic studies using transient absorption spectroscopy suggested that the Al-salen complex associates with the amine via its vacant site to improve the reducing ability of its excited state. After electron transfer between the excited state of the Al-salen/amine complex and an appropriate oxidant, the generated aminium radical cation is leveraged to achieve the oxidative transformations of amines, such as α-arylation and α-cyanation. The diversity of the catalytic photoredox reactions based on Al-salen complexes is comparable to that of heavy-precious-metal-based catalysts.
DC.rights	This article is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
DC.rights	© 2025 The Author(s). Chemistry – A European Journal published by Wiley-VCH GmbH
DC.format	102634
citation_title	A Diverse Array of Catalytic Photoredox Reactions Based on Aluminum(III)-Salen Complexes: Understanding the Enhancement of Catalytic Activity via Amine Association
citation_author	Nishimoto, Yoshihiro
	Takahashi, Ryota
	Miyamura, Takuma
	Osakada, Yasuko
	Fujitsuka, Mamoru
	Abe, Manabu
	Yasuda, Makoto
citation_publisher	John Wiley and Sons Inc
citation_language	English
citation_date	2025-06-26
citation_journal_title	Chemistry - A European Journal
citation_volume	31
citation_issue	46
citation_firstpage	e202501753
citation_doi	https://doi.org/10.1002/chem.202501753
citation_public_url	https://hdl.handle.net/11094/102634

A Diverse Array of Catalytic Photoredox Reactions Based on Aluminum(III)-Salen Complexes: Understanding the Enhancement of Catalytic Activity via Amine Association

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