Synthesis of highly condensed phospholes by the Lewis acid-assisted dehydrogenative Mallory reaction under visible light irradiation

Kamiyoshi, Ikki; Kojima, Yuki; Xu, Shibo; Yasui, Kosuke; Nishii, Yuji; Hirano, Koji

doi:https://doi.org/10.1039/d4sc05657d

Synthesis of highly condensed phospholes by the Lewis acid-assisted dehydrogenative Mallory reaction under visible light irradiation

Kamiyoshi, Ikki; Kojima, Yuki; Xu, Shibo et al.

Chemical Science, 2024, 15(48), 20413-20420

アクセス数:82件（2025-07-27 09:04 集計）

固定URL: https://hdl.handle.net/11094/101968

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タイトル	Synthesis of highly condensed phospholes by the Lewis acid-assisted dehydrogenative Mallory reaction under visible light irradiation
著者	著者名 Kamiyoshi, Ikki
	ORCID 0009-0000-4796-1536 0009-0000-4796-1536 researchmap permalink yuki_kojima yuki_kojima Scopus Author ID 57218704471 57218704471 著者名 Kojima, Yuki
	著者名 Xu, Shibo
	NRID 1000010877640 1000010877640 ORCID 0000-0002-3906-8307 0000-0002-3906-8307 researchmap permalink k_yasui k_yasui 著者名 Yasui, Kosuke
	NRID 1000070773787 1000070773787 ORCID 0000-0002-6824-0639 0000-0002-6824-0639 researchmap permalink y_nishii y_nishii Scopus Author ID 55233363700 55233363700 著者名 Nishii, Yuji
	NRID 1000070532696 1000070532696 ORCID 0000-0001-9752-1985 0000-0001-9752-1985 researchmap permalink koj koj Scopus Author ID 7402407063 7402407063 著者名 Hirano, Koji
内容	Kamiyoshi I., Kojima Y., Xu S., et al. Synthesis of highly condensed phospholes by the Lewis acid-assisted dehydrogenative Mallory reaction under visible light irradiation. Chemical Science 15, 20413 (2024); https://doi.org/10.1039/d4sc05657d.
抄録	A photo-promoted oxidative cyclization, that is, the Mallory reaction of 2,3-diarylbenzophopholes has been developed. With the assistance of Bi(OTf)3 Lewis acid, the reaction proceeds smoothly under visible light irradiation even without any external oxidants. The newly developed dehydrogenative conditions are compatible with various functional groups and substitution patterns, which enables the streamlined synthesis of highly condensed dibenzophosphole derivatives of potent interest in material chemistry. Moreover, experimental and computational studies unveil the detailed reaction mechanism. The preliminary optoelectronic properties of some newly synthesized compounds are also demonstrated.
出版者	Royal Society of Chemistry
収録物名	Chemical Science
巻(号)	15(48)
ページ	20413-20420
刊行年月	2024-11-14
言語	英語
ハンドルURL	https://hdl.handle.net/11094/101968
PISSN	20416520
eISSN	20416539
関連情報 (isIdenticalTo)	DOI (出版社版) https://doi.org/10.1039/d4sc05657d
アクセス権	open access
権利情報	© 2024 The Author(s). Published by the Royal Society of Chemistry
権利情報	This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
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	Chemical Science. 2024, 15(48), p. 20413-20420
DC.title	Synthesis of highly condensed phospholes by the Lewis acid-assisted dehydrogenative Mallory reaction under visible light irradiation
DC.creator	Kamiyoshi, Ikki
	Kojima, Yuki
	Xu, Shibo
	Yasui, Kosuke
	Nishii, Yuji
	Hirano, Koji
DC.publisher	Royal Society of Chemistry
DC.language' scheme='DCTERMS.RFC1766	英語
DC.type' scheme='DCTERMS.DCMIType	text
DCTERMS.issued' scheme='DCTERMS.W3CDTF	2024-11-14
DC.identifier	https://doi.org/10.1039/d4sc05657d
DC.description	Kamiyoshi I., Kojima Y., Xu S., et al. Synthesis of highly condensed phospholes by the Lewis acid-assisted dehydrogenative Mallory reaction under visible light irradiation. Chemical Science 15, 20413 (2024); https://doi.org/10.1039/d4sc05657d.
DCTERMS.abstract	A photo-promoted oxidative cyclization, that is, the Mallory reaction of 2,3-diarylbenzophopholes has been developed. With the assistance of Bi(OTf)3 Lewis acid, the reaction proceeds smoothly under visible light irradiation even without any external oxidants. The newly developed dehydrogenative conditions are compatible with various functional groups and substitution patterns, which enables the streamlined synthesis of highly condensed dibenzophosphole derivatives of potent interest in material chemistry. Moreover, experimental and computational studies unveil the detailed reaction mechanism. The preliminary optoelectronic properties of some newly synthesized compounds are also demonstrated.
DC.rights	© 2024 The Author(s). Published by the Royal Society of Chemistry
DC.rights	This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
DC.format	101968
citation_title	Synthesis of highly condensed phospholes by the Lewis acid-assisted dehydrogenative Mallory reaction under visible light irradiation
citation_author	Kamiyoshi, Ikki
	Kojima, Yuki
	Xu, Shibo
	Yasui, Kosuke
	Nishii, Yuji
	Hirano, Koji
citation_publisher	Royal Society of Chemistry
citation_language	英語
citation_date	2024-11-14
citation_journal_title	Chemical Science
citation_volume	15
citation_issue	48
citation_firstpage	20413
citation_lastpage	20420
citation_doi	https://doi.org/10.1039/d4sc05657d
citation_public_url	https://hdl.handle.net/11094/101968

Synthesis of highly condensed phospholes by the Lewis acid-assisted dehydrogenative Mallory reaction under visible light irradiation

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