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

Number of Access:141（2025-10-27 12:39 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/101968

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Title
Synthesis of highly condensed phospholes by the Lewis acid-assisted dehydrogenative Mallory reaction under visible light irradiation
Creator
CreatorName
Kamiyoshi, Ikki
ORCID
0009-0000-4796-1536 0009-0000-4796-1536
researchmap permalink
yuki_kojima yuki_kojima
Scopus Author ID
57218704471 57218704471
CreatorName
Kojima, Yuki
CreatorName
Xu, Shibo
NRID
1000010877640 1000010877640
ORCID
0000-0002-3906-8307 0000-0002-3906-8307
researchmap permalink
k_yasui k_yasui
CreatorName
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
CreatorName
Nishii, Yuji
NRID
1000070532696 1000070532696
ORCID
0000-0001-9752-1985 0000-0001-9752-1985
researchmap permalink
koj koj
Scopus Author ID
7402407063 7402407063
CreatorName
Hirano, Koji
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.
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.
Publisher
Royal Society of Chemistry
Source Title
Chemical Science
Volume (Issue)
15(48)
Page
20413-20420
Date of Issued
2024-11-14
Language
English
Handle URL
https://hdl.handle.net/11094/101968
PISSN
20416520
eISSN
20416539
Relation.isIdenticalTo
DOI (Publisher Version)
https://doi.org/10.1039/d4sc05657d
Access Rights
open access
CopyRight
© 2024 The Author(s). Published by the Royal Society of Chemistry
This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
oaire:version
Version of Record
Category
学術雑誌論文 Journal Article