Strain-induced carbon-carbon bond cleavage of bowl-shaped sumanenone

Nishimoto, Mikey; Uetake, Yuta; Yakiyama, Yumi et al.

Chemical Communications, 2024, 60(29), 3982-3985

Number of Access:734（2025-07-31 17:05 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/98571

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Title
Strain-induced carbon-carbon bond cleavage of bowl-shaped sumanenone
Creator
CreatorName
Nishimoto, Mikey
NRID
1000010755440 1000010755440
ORCID
0000-0002-4742-8085 0000-0002-4742-8085
researchmap permalink
yutauetake yutauetake
Scopus Author ID
56417952700 56417952700
CreatorName
Uetake, Yuta
NRID
1000060636819 1000060636819
ORCID
0000-0003-4278-2015 0000-0003-4278-2015
researchmap permalink
yumiyakiyama yumiyakiyama
Scopus Author ID
57195377416 57195377416
CreatorName
Yakiyama, Yumi
NRID
1000000262147 1000000262147
ORCID
0000-0001-5783-4151 0000-0001-5783-4151
researchmap permalink
read0184917 read0184917
Scopus Author ID
7402869823 7402869823
CreatorName
Sakurai, Hidehiro
Description
Nishimoto M., Uetake Y., Yakiyama Y., et al. Strain-induced carbon-carbon bond cleavage of bowl-shaped sumanenone. Chemical Communications 60, 3982 (2024); https://doi.org/10.1039/d4cc00008k.
Abstract
This study details a highly effective ring-opening reaction that involves acid-mediated carbon-carbon bond cleavage of the buckybowl, sumanenone. The reaction of the bowl-shaped sumanenone with AcOH and TfOH results in the formation of a planar carboxylic acid. The examination of reactivity in comparison to planar analogues, along with theoretical calculations, suggests that the release of curved strain is a crucial factor for the success of this reaction.
Publisher
Royal Society of Chemistry
Source Title
Chemical Communications
Volume (Issue)
60(29)
Page
3982-3985
Date of Issued
2024-03-13
Language
English
Handle URL
https://hdl.handle.net/11094/98571
PISSN
13597345
eISSN
1364548X
Relation.isIdenticalTo
DOI (Publisher Version)
https://doi.org/10.1039/d4cc00008k
Access Rights
open access
CopyRight
This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 International License.
oaire:version
Version of Record
Category
学術雑誌論文 Journal Article