Evidence map›Paper›PMID 31356084›Full record

ArticleOrganic letters2019

Atom-Economical Ni-Catalyzed Diborylative Cyclization of Enynes: Preparation of Unsymmetrical Diboronates.

Natalia Cabrera-Lobera, M Teresa Quirós, William W Brennessel, Michael L Neidig, Elena Buñuel, Diego J Cárdenas

Abstract read
In one paragraph

Article in Organic letters, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.

0numbers the graph read from it
0cells of the map it votes in
5citing 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

5 citing papers in PubMed.

  1. Ni(2,2':6',2''-terpyridine)Dalton transactions (Cambridge, England : 2003) · 2024
    Article
  2. Article
  3. Article
  4. AChemical science · 2023
    Article
  5. C-Boron Enolates Enable Palladium Catalyzed Carboboration of Internal 1,3-Enynes.Angewandte Chemie (International ed. in English) · 2021
    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.

Natalia Cabrera-LoberaDepartamento de Química Orgánica , Facultad de Ciencias, Universidad Autónoma de Madrid, Institute for Advanced Research in Chemical Sciences (IAdChem) , Av. Francisco Tomás y Valiente 7, Cantoblanco 28049 , Madrid , Spain.
M Teresa QuirósDepartamento de Química Orgánica , Facultad de Ciencias, Universidad Autónoma de Madrid, Institute for Advanced Research in Chemical Sciences (IAdChem) , Av. Francisco Tomás y Valiente 7, Cantoblanco 28049 , Madrid , Spain.
William W BrennesselDepartment of Chemistry , University of Rochester , Rochester , New York 14627 , United States.ORCID http://orcid.org/0000-0001-5461-1825
Michael L NeidigDepartment of Chemistry , University of Rochester , Rochester , New York 14627 , United States.ORCID http://orcid.org/0000-0002-2300-3867
Elena BuñuelDepartamento de Química Orgánica , Facultad de Ciencias, Universidad Autónoma de Madrid, Institute for Advanced Research in Chemical Sciences (IAdChem) , Av. Francisco Tomás y Valiente 7, Cantoblanco 28049 , Madrid , Spain.
Diego J CárdenasDepartamento de Química Orgánica , Facultad de Ciencias, Universidad Autónoma de Madrid, Institute for Advanced Research in Chemical Sciences (IAdChem) , Av. Francisco Tomás y Valiente 7, Cantoblanco 28049 , Madrid , Spain.ORCID http://orcid.org/0000-0002-1707-6445

Funding

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

Abstract

We report a Ni-catalyzed diborylative cyclization of enynes that affords carbo- and heterocycles containing both alkyl- and alkenylboronates. The reaction is fully atom-economical, shows a broad scope, and employs a powerful and inexpensive catalytic Ni-based system. The reaction mechanism seems to involve activation of the enyne by Ni(0) through oxidative cyclometalation of the enyne prior to diboron reagent activation. An unprecedented dinuclear bis(organometallic) Ni(I) intermediate complex was isolated.

Identifiers

PMID31356084
PMCPMC7196956

What OpenQuestion holds

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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.