Evidence map›Paper›PMID 39477933›Full record

ArticleNature communications2024

Shuttle HAT for mild alkene transfer hydrofunctionalization.

Tanner C Jankins, Philip M Blank, Andrea Brugnetti, Philip Boehm, Françoise A Aouane, Bill Morandi

Abstract read
In one paragraph

Article in Nature communications, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. Article
  2. 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

6 authors.

Tanner C JankinsLaboratorium für Organische Chemie, ETH Zürich, 8093, Zürich, Switzerland.ORCID http://orcid.org/0000-0002-4408-9751
Philip M BlankLaboratorium für Organische Chemie, ETH Zürich, 8093, Zürich, Switzerland.ORCID http://orcid.org/0000-0002-2222-5820
Andrea BrugnettiLaboratorium für Organische Chemie, ETH Zürich, 8093, Zürich, Switzerland.
Philip BoehmLaboratorium für Organische Chemie, ETH Zürich, 8093, Zürich, Switzerland.ORCID http://orcid.org/0000-0002-9171-4636
Françoise A AouaneLaboratorium für Organische Chemie, ETH Zürich, 8093, Zürich, Switzerland.
Bill MorandiLaboratorium für Organische Chemie, ETH Zürich, 8093, Zürich, Switzerland. bill.morandi@org.chem.ethz.ch.ORCID http://orcid.org/0000-0003-3968-1424

Funding

EC | EU Framework Programme for Research and Innovation H2020 | H2020 Priority Excellent Science | H2020 European Research Council (H2020 Excellent Science - European Research Council) Shuttle Cat, Project ID: 757608Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung (Swiss National Science Foundation) 213812Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung (Swiss National Science Foundation) 217192Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung (Swiss National Science Foundation) R'Equip Project No. 206021_213224
6 · The paper itself

Abstract

Hydrogen atom transfer (HAT) from a metal-hydride is a reliable and powerful method for functionalizing unsaturated C-C bonds in organic synthesis. Cobalt hydrides (Co-H) have garnered significant attention in this field, where the weak Co-H bonds are most commonly generated in a catalytic fashion through a mixture of stoichiometric amounts of peroxide oxidant and silane reductant. Here we show that the reverse process of HAT to an alkene, i.e. hydrogen atom abstraction of a C-H adjacent to a radical, can be leveraged to generate catalytically active Co-H species in an application of shuttle catalysis coined shuttle HAT. This method obviates the need for stoichiometric reductant/oxidant mixtures thereby greatly simplifying the generation of Co-H. To demonstrate the generality of this shuttle HAT platform, five different reaction manifolds are shown, and the reaction can easily be scaled up to 100 mmol.

Identifiers

PMID39477933
PMCPMC11525564

What OpenQuestion holds

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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.