Evidence map›Paper›PMID 31184148›Full record

ArticleJournal of the American Chemical Society2019

Ni-Catalyzed Arylboration of Unactivated Alkenes: Scope and Mechanistic Studies.

Stephen R Sardini, Alison L Lambright, Grace L Trammel, Humair M Omer, Peng Liu, M Kevin Brown

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 25 papers.

0numbers the graph read from it
0cells of the map it votes in
25citing 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

25 citing papers in PubMed.

  1. Article
  2. Article
  3. Ni-Catalyzed 1,1- and 1,3-Aminoboration of Unactivated Alkenes.Journal of the American Chemical Society · 2023
    Article
  4. Article
  5. Article
  6. Review
  7. Article
  8. Article
  9. Article
  10. Article
  11. Article
  12. Article
  13. Article
  14. Article
  15. Article
  16. Article
  17. Halonium Catalysis: An Underutilized and Underexplored Catalytic Concept in Olefin Functionalizations.Synlett : accounts and rapid communications in synthetic organic chemistry · 2021
    Article
  18. Construction of congested CspChemical science · 2021
    Article
  19. Article
  20. 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.

Stephen R SardiniDepartment of Chemistry , Indiana University , 800 East Kirkwood Avenue , Bloomington , Indiana 47405 , United States.
Alison L LambrightDepartment of Chemistry , Indiana University , 800 East Kirkwood Avenue , Bloomington , Indiana 47405 , United States.
Grace L TrammelDepartment of Chemistry , Indiana University , 800 East Kirkwood Avenue , Bloomington , Indiana 47405 , United States.
Humair M OmerDepartment of Chemistry , University of Pittsburgh , 219 Parkman Avenue , Pittsburgh , Pennsylvania 15260 , United States.
Peng LiuDepartment of Chemistry , University of Pittsburgh , 219 Parkman Avenue , Pittsburgh , Pennsylvania 15260 , United States.ORCID 0000-0002-8188-632X
M Kevin BrownDepartment of Chemistry , Indiana University , 800 East Kirkwood Avenue , Bloomington , Indiana 47405 , United States.ORCID 0000-0002-4993-0917

Funding

Computational Models for Reactivity and Selectivity in Transition Metal-Catalyzed Olefin FunctionalizationR35GM128779 · NIGMS · UNIVERSITY OF PITTSBURGH AT PITTSBURGH · PI Peng Liu · 2018 to 2026
$2.9M
Development of New Catalytic Reactions for Chemical SynthesisR01GM114443 · NIGMS · TRUSTEES OF INDIANA UNIVERSITY · PI BROWN, MICHAEL KEVIN · 2015 to 2019
$1.4M
NIGMS NIH HHS R01 GM114443NIGMS NIH HHS R35 GM128779
6 · The paper itself

Abstract

A method for the Ni-catalyzed arylboration of unactivated monosubstituted, 1,1-disubstituted, and trisubstituted alkenes is disclosed. The reaction is notable in that it converts highly substituted alkenes, aryl bromides, and diboron reagents to products that contain a quaternary carbon and a synthetically versatile carbon-boron bond with control of stereoselectivity and regioselectivity. In addition, the method is demonstrated to be useful for the synthesis of saturated nitrogen heterocycles, which are important motifs in pharmaceutical compounds. Finally, due to the unusual reactivity demonstrated, the mechanistic details of the reaction were studied with both computational and experimental techniques.

Indexed as

NickelAlkenesBoronCatalysisHeterocyclic CompoundsMolecular StructureProtein ConformationAlkenesBoronHeterocyclic CompoundsNickel

Identifiers

PMID31184148
PMCPMC6688169

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.