Evidence map›Paper›PMID 36697626›Full record

ArticleCommunications chemistry2021

One-step direct oxidation of fullerene-fused alkoxy ethers to ketones for evaporable fullerene derivatives.

Hao-Sheng Lin, Yue Ma, Rong Xiang, Sergei Manzhos, Il Jeon, Shigeo Maruyama, Yutaka Matsuo

Open access · goldAbstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Communications chemistry, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing papers in PubMed
1.5field-weighted citation impact, top 19% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

1 citing paper in PubMed, 14 citations in OpenAlex.

  1. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

7 authors at 6 institutions in 4 countries.

Hao-Sheng Lin *Department of Mechanical Engineering, School of Engineering, The University of Tokyo, Tokyo, Japan.ORCID http://orcid.org/0000-0003-1947-4954
Yue Ma *Hefei National Laboratory for Physical Sciences at the Microscale, School of Chemistry and Materials of Science, University of Science and Technology of China, Hefei, Anhui, China.ORCID http://orcid.org/0000-0002-6476-3715
Rong XiangDepartment of Mechanical Engineering, School of Engineering, The University of Tokyo, Tokyo, Japan.
Sergei ManzhosCentre Énergie Matériaux Télécommunications, Institut National de la Recherche Scientifique, Varennes, QC, Canada.
Il JeonDepartment of Mechanical Engineering, School of Engineering, The University of Tokyo, Tokyo, Japan.
Shigeo MaruyamaDepartment of Mechanical Engineering, School of Engineering, The University of Tokyo, Tokyo, Japan.ORCID http://orcid.org/0000-0003-3694-3070
Yutaka MatsuoDepartment of Mechanical Engineering, School of Engineering, The University of Tokyo, Tokyo, Japan. matsuo@photon.t.u-tokyo.ac.jp.ORCID http://orcid.org/0000-0001-9084-9670
The University of Tokyo · JPHefei National Center for Physical Sciences at Nanoscale · CNInstitut National de la Recherche Scientifique · CANagoya University · JPPusan National University · KRUniversity of Science and Technology of China · CN

Funding

MEXT | Japan Society for the Promotion of Science (JSPS) 20J13124MEXT | Japan Society for the Promotion of Science (JSPS) JP18H05329MEXT | Japan Society for the Promotion of Science (JSPS) JP20H00220MEXT | JST | Core Research for Evolutional Science and Technology (CREST) JPMJCR20B5MEXT | JST | Strategic International Collaborative Research Program (SICORP) JPMJSC18H1
6 · The paper itself

Abstract

Ketones are widely applied moieties in designing functional materials and are commonly obtained by oxidation of alcohols. However, when alcohols are protected/functionalized, the direct oxidation strategies are substantially curbed. Here we show a highly efficient copper bromide promoted one-step direct oxidation of benzylic ethers to ketones with the aid of a fullerene pendant. Mechanistic studies unveil that fullerene can serve as an electron pool proceeding the one-step oxidation of alkoxy group to ketone. In the absence of the fullerene pendant, the unreachable activation energy threshold hampers the direct oxidation of the alkoxy group. In the presence of the fullerene pendant, generated fullerene radical cation can activate the neighbour C-H bond of the alkoxy moiety, allowing a favourable energy barrier for initiating the direct oxidation. The produced fullerene-fused ketone possesses high thermal stability, affording the pin-hole free and amorphous electron-transport layer with a high electron-transport mobility.

Identifiers

PMID36697626
PMCPMC9814674
OpenAlexW3163557194

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Registered trials

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.