Evidence map›Paper›PMID 39754016›Full record

ArticleNature chemistry2025

Four-electron reduction of benzene by a samarium(II)-alkyl without the addition of external reducing agents.

Georgia M Richardson, Thayalan Rajeshkumar, Finlay M Burke, Scott A Cameron, Brooke D Nicholls, Joanne E Harvey, Robert A Keyzers, Tane Butler, Simon Granville, Lujia Liu and 8 more

Abstract read
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In one paragraph

Article in Nature chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.

0numbers the graph read from it
0cells of the map it votes in
9citing papers in PubMed
–field-weighted citation impact
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

9 citing papers in PubMed.

  1. Catalytic Sulfur-Atom Transfer Enabled by a Bis(disulfide) Titanium Complex.Angewandte Chemie (International ed. in English) · 2026
    Article
  2. Article
  3. Long live the triplet germylene.Nature chemistry · 2026
    Article
  4. Article
  5. Article
  6. Article
  7. Syntheses and Reactivity of Yb and Sm Inverse Sandwich Arene Complexes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025
    Article
  8. ηJournal of the American Chemical Society · 2025
    Article
  9. 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

18 authors.

Georgia M RichardsonSchool of Chemical and Physical Sciences, Victoria University of Wellington, Wellington, New Zealand.ORCID http://orcid.org/0000-0002-7603-3445
Thayalan RajeshkumarLaboratory of Physics and Chemistry of Nano-Objects (UMR 5215), Institut National des Sciences Appliquées, Université Toulouse III-Paul Sabatier, Centre National de la Recherche Scientifique and Université de Toulouse, Toulouse, France.
Finlay M BurkeSchool of Chemical and Physical Sciences, Victoria University of Wellington, Wellington, New Zealand.
Scott A CameronFerrier Research Institute, Victoria University of Wellington, Wellington, New Zealand.ORCID http://orcid.org/0000-0003-2669-8622
Brooke D NichollsSchool of Chemical and Physical Sciences, Victoria University of Wellington, Wellington, New Zealand.
Joanne E HarveySchool of Chemical and Physical Sciences, Victoria University of Wellington, Wellington, New Zealand.
Robert A KeyzersSchool of Chemical and Physical Sciences, Victoria University of Wellington, Wellington, New Zealand.ORCID http://orcid.org/0000-0002-7658-7421
Tane ButlerRobinson Research Institute, Victoria University of Wellington, Wellington, New Zealand.
Simon GranvilleRobinson Research Institute, Victoria University of Wellington, Wellington, New Zealand.ORCID http://orcid.org/0000-0001-9926-4628
Lujia LiuSchool of Chemical and Physical Sciences, Victoria University of Wellington, Wellington, New Zealand.
Julien LangleyResearch School of Chemistry, Australian National University, Canberra, Australian Capital Territory, Australia.ORCID http://orcid.org/0000-0003-3187-0562
Li F LimResearch School of Chemistry, Australian National University, Canberra, Australian Capital Territory, Australia.ORCID http://orcid.org/0000-0003-1764-6636
Nicholas CoxResearch School of Chemistry, Australian National University, Canberra, Australian Capital Territory, Australia.ORCID http://orcid.org/0000-0002-7815-6115
Nicholas F ChiltonResearch School of Chemistry, Australian National University, Canberra, Australian Capital Territory, Australia.ORCID http://orcid.org/0000-0002-8604-0171
Jamie HicksResearch School of Chemistry, Australian National University, Canberra, Australian Capital Territory, Australia.ORCID http://orcid.org/0000-0001-9450-2594
Nathaniel J L K DavisSchool of Chemical and Physical Sciences, Victoria University of Wellington, Wellington, New Zealand.ORCID http://orcid.org/0000-0003-2535-8968
Laurent MaronLaboratory of Physics and Chemistry of Nano-Objects (UMR 5215), Institut National des Sciences Appliquées, Université Toulouse III-Paul Sabatier, Centre National de la Recherche Scientifique and Université de Toulouse, Toulouse, France. laurent.maron@irsamc.ups-tlse.fr.ORCID http://orcid.org/0000-0003-2653-8557
Mathew D AnkerSchool of Chemical and Physical Sciences, Victoria University of Wellington, Wellington, New Zealand. Mathew.Anker@vuw.ac.nz.ORCID http://orcid.org/0000-0003-0414-7635

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Benzene reduction by molecular complexes remains an important synthetic challenge, requiring harsh reaction conditions involving group I metals. Reductions of benzene, to date, typically result in a loss of aromaticity, although the benzene tetra-anion, a 10π-electron system, has been calculated to be stable and aromatic. Due to the lack of sufficiently potent reductants, four-electron reduction of benzene usually requires the use of group I metals. Here we demonstrate the four-electron reduction of benzene and some of its derivatives using a samarium(II) alkyl reagent, with no requirement for group I metals. Whereas organosamarium(II) typically reacts through one-electron processes, the compounds reported here feature a rare two-electron process. Combined experimental and computational results implicate a transient samarium(I) intermediate involved in this reduction process, which ultimately provides the benzene tetra-anion. The remarkably strong reducing power of this samarium(II) alkyl implies a rich reactivity, providing scope for its application as a reducing agent.

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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.