Evidence map›Paper›PMID 30741927›Full record

ArticleNature communications2019

N-formyl-stabilizing quasi-catalytic species afford rapid and selective solvent-free amination of biomass-derived feedstocks.

Hu Li, Haixin Guo, Yaqiong Su, Yuya Hiraga, Zhen Fang, Emiel J M Hensen, Masaru Watanabe, Richard Lee Smith

Open access · goldAbstract read
In one paragraph

Article in Nature communications, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.

0numbers the graph read from it
0cells of the map it votes in
15citing papers in PubMed
4.3field-weighted citation impact, top 5% 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

15 citing papers in PubMed, 89 citations in OpenAlex.

  1. Article
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  7. Review
  8. Oxidative C-C bond cleavage of ligninFrontiers in chemistry · 2022
    Review
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  11. Review
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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

8 authors at 3 institutions in 3 countries.

Hu LiBiomass Group, College of Engineering, Nanjing Agricultural University, 40 Dianjiangtai Road, 210031, Nanjing, Jiangsu, China.ORCID http://orcid.org/0000-0003-3604-9271
Haixin GuoGraduate School of Environmental Studies, Tohoku University, 6-6-11, Aoba, Aramaki, Aoba-ku, Sendai, 980-8579, Japan.
Yaqiong SuDepartment of Chemical Engineering and Chemistry, Laboratory of Inorganic Materials Chemistry, Schuit Institute of Catalysis, Eindhoven University of Technology, P.O. Box 513, 5600 MB, Eindhoven, The Netherlands.
Yuya HiragaResearch Center of Supercritical Fluid Technology, Graduate School of Engineering, Tohoku University, 6-6-11, Aoba, Aramaki, Aoba-ku, Sendai, 980-8579, Japan.
Zhen FangBiomass Group, College of Engineering, Nanjing Agricultural University, 40 Dianjiangtai Road, 210031, Nanjing, Jiangsu, China. zhenfang@njau.edu.cn.ORCID http://orcid.org/0000-0002-7391-372X
Emiel J M HensenDepartment of Chemical Engineering and Chemistry, Laboratory of Inorganic Materials Chemistry, Schuit Institute of Catalysis, Eindhoven University of Technology, P.O. Box 513, 5600 MB, Eindhoven, The Netherlands.ORCID http://orcid.org/0000-0002-9754-2417
Masaru WatanabeGraduate School of Environmental Studies, Tohoku University, 6-6-11, Aoba, Aramaki, Aoba-ku, Sendai, 980-8579, Japan. meijin@scf.che.tohoku.ac.jp.
Richard Lee SmithGraduate School of Environmental Studies, Tohoku University, 6-6-11, Aoba, Aramaki, Aoba-ku, Sendai, 980-8579, Japan. smith@scf.che.tohoku.ac.jp.ORCID http://orcid.org/0000-0002-9174-7681
Tohoku University · JPEindhoven University of Technology · NLNanjing Agricultural University · CN

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Nitrogen-containing compounds, especially primary amines, are vital building blocks in nature and industry. Herein, a protocol is developed that shows in situ formed N-formyl quasi-catalytic species afford highly selective synthesis of formamides or amines with controllable levels from a variety of aldehyde- and ketone-derived platform chemical substrates under solvent-free conditions. Up to 99% yields of mono-substituted formamides are obtained in 3 min. The C-N bond formation and N-formyl species are prevalent in the cascade reaction sequence. Kinetic and isotope labeling experiments explicitly demonstrate that the C-N bond is activated for subsequent hydrogenation, in which formic acid acts as acid catalyst, hydrogen donor and as N-formyl species source that stabilize amine intermediates elucidated with density functional theory. The protocol provides access to imides from aldehydes, ketones, carboxylic acids, and mixed-substrates, requires no special catalysts, solvents or techniques and provides new avenues for amination chemistry.

Indexed as

BiomassQuasispeciesAldehydesAminationAminesCatalysisFormamidesFormatesFuraldehydeHydrogenHydrogenationImidesIsotope LabelingKetonesKineticsSolventsAldehydesAminesformamideFormamidesFormatesformic acidFuraldehydeHydrogenImidesKetonesSolvents

Identifiers

PMID30741927
PMCPMC6370847
OpenAlexW2914703319

What OpenQuestion holds

Textmetadata
LicenceCC BY
Read underepoch 390

Registered trials

None linked

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.