Evidence map›Paper›PMID 32327665›Full record

ArticleNature communications2020

Photoinduced site-selective alkenylation of alkanes and aldehydes with aryl alkenes.

Hui Cao, Yulong Kuang, Xiangcheng Shi, Koi Lin Wong, Boon Beng Tan, Jeric Mun Chung Kwan, Xiaogang Liu, Jie Wu

Open access · goldAbstract read
In one paragraph

Article in Nature communications, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 30 papers.

0numbers the graph read from it
0cells of the map it votes in
30citing papers in PubMed
12.7field-weighted citation impact, top 1% 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

30 citing papers in PubMed, 182 citations in OpenAlex.

  1. Review
  2. Article
  3. Biomimetic Dehydrogenative Intermolecular Formal Allylic Amidation of Branched α-Olefins.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025
    Article
  4. Article
  5. Article
  6. Article
  7. Article
  8. Review
  9. Article
  10. C-C bond formationChemical communications (Cambridge, England) · 2023
    Review
  11. Review
  12. Article
  13. Review
  14. Article
  15. Article
  16. Article
  17. Article
  18. Article
  19. Article
  20. Modular allylation of C(spChemical science · 2022
    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

8 authors at 1 institution in 2 countries.

Hui CaoDepartment of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Republic of Singapore.
Yulong KuangDepartment of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Republic of Singapore.ORCID http://orcid.org/0000-0003-4902-4102
Xiangcheng ShiDepartment of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Republic of Singapore.
Koi Lin WongDepartment of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Republic of Singapore.
Boon Beng TanDepartment of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Republic of Singapore.
Jeric Mun Chung KwanDepartment of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Republic of Singapore.
Xiaogang LiuDepartment of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Republic of Singapore.ORCID http://orcid.org/0000-0003-2517-5790
Jie WuDepartment of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Republic of Singapore. chmjie@nus.edu.sg.ORCID http://orcid.org/0000-0002-9865-180X
National University of Singapore · SG

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The dehydrogenative alkenylation of C-H bonds with alkenes represents an atom- and step-economical approach for olefin synthesis and molecular editing. Site-selective alkenylation of alkanes and aldehydes with the C-H substrate as the limiting reagent holds significant synthetic value. We herein report a photocatalytic method for the direct alkenylation of alkanes and aldehydes with aryl alkenes in the absence of any external oxidant. A diverse range of commodity feedstocks and pharmaceutical compounds are smoothly alkenylated in useful yields with the C-H partner as the limiting reagent. The late-stage alkenylation of complex molecules occurs with high levels of site selectivity for sterically accessible and electron-rich C-H bonds. This strategy relies on the synergistic combination of direct hydrogen atom transfer photocatalysis with cobaloxime-mediated hydrogen-evolution cross-coupling, which promises to inspire additional perspectives for selective C-H functionalizations in a green manner.

Indexed as

AldehydesAlkanesAlkenesCatalysisChemistry Techniques, SyntheticGreen Chemistry TechnologyMolecular StructureOrganometallic CompoundsPhotochemical ProcessesStereoisomerismAldehydesAlkanesAlkenescobaloximeOrganometallic Compounds

Identifiers

PMID32327665
PMCPMC7181776
OpenAlexW3018006117

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.