Evidence map›Paper›PMID 36795911›Full record

ArticleJournal of the American Chemical Society2023

Photoredox-Nickel Dual-Catalyzed

Sina Rezazadeh, Maxwell I Martin, Raphael S Kim, Glenn P A Yap, Joel Rosenthal, Donald A Watson

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2023. 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. Article
  2. A General Method forOrganic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals · 2025
    Article
  3. Article
  4. Review
  5. Review
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.

Sina RezazadehDepartment of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, United States.ORCID 0000-0002-7090-7519
Maxwell I MartinDepartment of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, United States.
Raphael S KimDepartment of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, United States.ORCID 0000-0001-8025-5166
Glenn P A YapDepartment of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, United States.ORCID 0000-0003-0385-387X
Joel RosenthalDepartment of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, United States.ORCID 0000-0002-6814-6503
Donald A WatsonDepartment of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, United States.ORCID 0000-0003-4864-297X

Funding

This renovation project will create over 1455 sq. ft. of state- of-the-art reseaP20GM104316 · NIGMS · UNIVERSITY OF DELAWARE · PI SCHMITZ, KARL ROBERT · 2014 to 2024
$26.8M
Pilot Research Subproject ProgramP30GM110758 · NIGMS · UNIVERSITY OF DELAWARE · PI PATEL, SANDEEP · 2014 to 2018
$5.8M
Transition Metal Catalyzed Methods for Preparing Nitroalkanes and Alkyl AminesR01GM102358 · NIGMS · UNIVERSITY OF DELAWARE · PI WATSON, DONALD ALLEN · 2014 to 2018
$1.6M
Novel Reactions of Electrophilic Nitrogen for Preparing Bioactive MoleculesR01GM145617 · NIGMS · UNIVERSITY OF DELAWARE · PI WATSON, DONALD ALLEN · 2022 to 2025
$1.4M
Macromolecular X-ray Crystallographic Data Collection SystemS10OD026896 · OD · UNIVERSITY OF DELAWARE · PI BAHNSON, BRIAN J · 2020 to 2020
$580k
Q-Exactive Orbitrap LC-MC/MS SystemS10OD016267 · OD · UNIVERSITY OF DELAWARE · PI JOHNSTON, MURRAY V · 2013 to 2013
$573k
High Performance Digital NMR SpectrometerS10RR026962 · NCRR · UNIVERSITY OF DELAWARE · PI FOX, JOSEPH M · 2010 to 2010
$500k
NCRR NIH HHS S10 RR026962NIGMS NIH HHS P20 GM104316NIGMS NIH HHS P30 GM110758NIGMS NIH HHS R01 GM102358NIGMS NIH HHS R01 GM145617NIH HHS S10 OD016267NIH HHS S10 OD026896
6 · The paper itself

Abstract

The preparation of tertiary nitroalkanes via the nickel-catalyzed alkylation of secondary nitroalkanes using aliphatic iodides is reported. Previously, catalytic access to this important class of nitroalkanes via alkylation has not been possible due to the inability of catalysts to overcome the steric demands of the products. However, we have now found that the use of a nickel catalyst in combination with a photoredox catalyst and light leads to much more active alkylation catalysts. These can now access tertiary nitroalkanes. The conditions are scalable as well as air and moisture tolerant. Importantly, reduction of the tertiary nitroalkane products allows rapid access to α-tertiary amines.

Identifiers

PMID36795911
PMCPMC9992296

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.