Evidence map›Paper›PMID 32542848›Full record

ArticleAngewandte Chemie (International ed. in English)2020

TMEDA in Iron-Catalyzed Hydromagnesiation: Formation of Iron(II)-Alkyl Species for Controlled Reduction to Alkene-Stabilized Iron(0).

Peter G N Neate, Mark D Greenhalgh, William W Brennessel, Stephen P Thomas, Michael L Neidig

Open access · greenAbstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing papers in PubMed
1.4field-weighted citation impact, top 21% 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

4 citing papers in PubMed, 21 citations in OpenAlex.

  1. Article
  2. Article
  3. A TMEDA-Iron Adduct Reaction Manifold in Iron-Catalyzed C(spAngewandte Chemie (International ed. in English) · 2022
    Article
  4. 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

5 authors at 3 institutions in 2 countries.

Peter G N NeateDepartment of Chemistry, University of Rochester, B31 Hutchison Hall, 120 Trustee Road, Rochester, NY, 14627, USA.
Mark D GreenhalghDepartment of Chemistry, University of Warwick, Coventry, CV4 7AL, UK.ORCID 0000-0002-4176-7633
William W BrennesselDepartment of Chemistry, University of Rochester, B31 Hutchison Hall, 120 Trustee Road, Rochester, NY, 14627, USA.ORCID 0000-0001-5461-1825
Stephen P ThomasEaStCHEM School of Chemistry, University of Edinburgh, Joseph Black Building, David Brewster Road, Edinburgh, EH9 3FJ, UK.ORCID 0000-0001-8614-2947
Michael L NeidigDepartment of Chemistry, University of Rochester, B31 Hutchison Hall, 120 Trustee Road, Rochester, NY, 14627, USA.ORCID 0000-0002-2300-3867
University of Rochester · USUniversity of Edinburgh · GBUniversity of Warwick · GB

Funding

Iron-Catalyzed Cross-CouplingR01GM111480 · NIGMS · UNIVERSITY OF ROCHESTER · PI NEIDIG, MICHAEL L · 2014 to 2022
$3.1M
NIGMS NIH HHS R01 GM111480NIH HHS R01 GM111480
6 · The paper itself

Abstract

N,N,N',N'-Tetramethylethylenediamine (TMEDA) has been one of the most prevalent and successful additives used in iron catalysis, finding application in reactions as diverse as cross-coupling, C-H activation, and borylation. However, the role that TMEDA plays in these reactions remains largely undefined. Herein, studying the iron-catalyzed hydromagnesiation of styrene derivatives using TMEDA has provided molecular-level insight into the role of TMEDA in achieving effective catalysis. The key is the initial formation of TMEDA-iron(II)-alkyl species which undergo a controlled reduction to selectively form catalytically active styrene-stabilized iron(0)-alkyl complexes. While TMEDA is not bound to the catalytically active species, these active iron(0) complexes cannot be accessed in the absence of TMEDA. This mode of action, allowing for controlled reduction and access to iron(0) species, represents a new paradigm for the role of this important reaction additive in iron catalysis.

Indexed as

AlkenesCatalysisEthylenediaminesFerrous CompoundsIronMolecular StructureOxidation-ReductionAlkenesEthylenediaminesFerrous CompoundsIronN,N,N',N'-tetramethylethylenediaminecatalysishydromagnesiationironmechanismTMEDA

Identifiers

PMID32542848
PMCPMC7895456
OpenAlexW3035664035

What OpenQuestion holds

Textmetadata
LicenceTDM
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.