Synthesis and circularly polarized luminescence properties of BINOL-derived bisbenzofuro[2,3-b:3′,2′-e]pyridines (BBZFPys)

Takishima, Ryo; Nishii, Yuji; Hinoue, Tomoaki; Imai, Yoshitane; Miura, Masahiro

doi:https://doi.org/10.3762/bjoc.16.32

Synthesis and circularly polarized luminescence properties of BINOL-derived bisbenzofuro[2,3-b:3′,2′-e]pyridines (BBZFPys)

Takishima, Ryo; Nishii, Yuji; Hinoue, Tomoaki et al.

Beilstein Journal of Organic Chemistry, 2020, 16, 325-336

アクセス数:240件（2025-10-24 05:57 集計）

固定URL: https://hdl.handle.net/11094/92691

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タイトル	Synthesis and circularly polarized luminescence properties of BINOL-derived bisbenzofuro[2,3-b:3′,2′-e]pyridines (BBZFPys)
著者	著者名 Takishima, Ryo
	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
	著者名 Hinoue, Tomoaki
	NRID 1000080388496 1000080388496 著者名 Imai, Yoshitane
	NRID 1000020183626 1000020183626 ORCID 0000-0001-8288-6439 0000-0001-8288-6439 researchmap permalink read0013936 read0013936 Scopus Author ID 7402799909 7402799909 著者名 Miura, Masahiro
キーワード等	BINOL
	C-H activation
	Circularly polarized luminescence
	Palladium
内容	Beilstein J. Org. Chem. 2020, 16, 325–336. doi:10.3762/bjoc.16.32
抄録	A series of optically active bisbenzofuro[2,3-b:3′,2′-e]pyridine (BBZFPy) derivatives was synthesized starting with the readily available (S)- and (R)-1,1′-bi-2-naphthols through a palladium-catalyzed multiple intramolecular C-H/C-H coupling as the key ring-closure step. The effect of terminal tert-butyl substituents on the BBZFPy skeleton was systematically investigated to uncover a unique aggregation-induced enhancement of CPL characteristics in the solid state. The crystal structures of the coupling products were also evaluated by single crystal X-ray analysis and the well-ordered intermolecular stacking arrangements appeared to be responsible for the enhanced CPL.
出版者	Beilstein-Institut Zur Forderung der Chemischen Wissenschafteninfo@beilstein-institut.de
収録物名	Beilstein Journal of Organic Chemistry
巻(号)	16
ページ	325-336
刊行年月	2020-03-06
言語	英語
ハンドルURL	https://hdl.handle.net/11094/92691
eISSN	18605397
関連情報 (isIdenticalTo)	DOI (出版社版) https://doi.org/10.3762/bjoc.16.32
アクセス権	open access
権利情報	This article is licensed under a Creative Commons Attribution 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	Beilstein Journal of Organic Chemistry. 2020, 16, p. 325-336
DC.title	Synthesis and circularly polarized luminescence properties of BINOL-derived bisbenzofuro[2,3-b:3′,2′-e]pyridines (BBZFPys)
DC.creator	Takishima, Ryo
	Nishii, Yuji
	Hinoue, Tomoaki
	Imai, Yoshitane
	Miura, Masahiro
DC.publisher	Beilstein-Institut Zur Forderung der Chemischen Wissenschafteninfo@beilstein-institut.de
DC.language' scheme='DCTERMS.RFC1766	英語
DC.type' scheme='DCTERMS.DCMIType	text
DCTERMS.issued' scheme='DCTERMS.W3CDTF	2020-03-06
DC.identifier	https://doi.org/10.3762/bjoc.16.32
DC.subject	BINOL
	C-H activation
	Circularly polarized luminescence
	Palladium
DC.description	Beilstein J. Org. Chem. 2020, 16, 325–336. doi:10.3762/bjoc.16.32
DCTERMS.abstract	A series of optically active bisbenzofuro[2,3-b:3′,2′-e]pyridine (BBZFPy) derivatives was synthesized starting with the readily available (S)- and (R)-1,1′-bi-2-naphthols through a palladium-catalyzed multiple intramolecular C-H/C-H coupling as the key ring-closure step. The effect of terminal tert-butyl substituents on the BBZFPy skeleton was systematically investigated to uncover a unique aggregation-induced enhancement of CPL characteristics in the solid state. The crystal structures of the coupling products were also evaluated by single crystal X-ray analysis and the well-ordered intermolecular stacking arrangements appeared to be responsible for the enhanced CPL.
DC.rights	This article is licensed under a Creative Commons Attribution 4.0 International License.
DC.format	92691
citation_title	Synthesis and circularly polarized luminescence properties of BINOL-derived bisbenzofuro[2,3-b:3′,2′-e]pyridines (BBZFPys)
citation_author	Takishima, Ryo
	Nishii, Yuji
	Hinoue, Tomoaki
	Imai, Yoshitane
	Miura, Masahiro
citation_publisher	Beilstein-Institut Zur Forderung der Chemischen Wissenschafteninfo@beilstein-institut.de
citation_language	英語
citation_date	2020-03-06
citation_journal_title	Beilstein Journal of Organic Chemistry
citation_volume	16
citation_firstpage	325
citation_lastpage	336
citation_doi	https://doi.org/10.3762/bjoc.16.32
citation_public_url	https://hdl.handle.net/11094/92691

Synthesis and circularly polarized luminescence properties of BINOL-derived bisbenzofuro[2,3-b:3′,2′-e]pyridines (BBZFPys)

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