Evidence map›Paper›PMID 30682254›Full record

ArticleJournal of the American Chemical Society2019

Harnessing Alkylpyridinium Salts as Electrophiles in Deaminative Alkyl-Alkyl Cross-Couplings.

Shane Plunkett, Corey H Basch, Samantha O Santana, Mary P Watson

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 52 papers.

0numbers the graph read from it
0cells of the map it votes in
52citing papers in PubMed
13.8field-weighted citation impact, top 1% 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

52 citing papers in PubMed, 187 citations in OpenAlex.

  1. Direct Deaminative Alkynylation of Aliphatic Primary Amines.Angewandte Chemie (International ed. in English) · 2026
    Article
  2. Article
  3. Deaminative C(Journal of the American Chemical Society · 2026
    Article
  4. Article
  5. Article
  6. Article
  7. Photocatalyzed C(spOrganic letters · 2025
    Article
  8. Accessing sulfonamides via formal SONature chemistry · 2025
    Article
  9. Article
  10. Article
  11. Aliphatic Amines Unlocked for Selective Transformations through Diazotization.Angewandte Chemie (International ed. in English) · 2025
    Article
  12. Article
  13. Article
  14. Article
  15. Article
  16. Article
  17. Native Amides as Enabling Vehicles for Forging spJournal of the American Chemical Society · 2023
    Article
  18. Direct Activation of the C(spJournal of the American Chemical Society · 2023
    Article
  19. Comprehensive review on patulin andFrontiers in plant science · 2023
    Review
  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

4 authors at 1 institution in 1 country.

Shane PlunkettDepartment of Chemistry & Biochemistry , University of Delaware , Newark , Delaware 19716 , United States.
Corey H BaschDepartment of Chemistry & Biochemistry , University of Delaware , Newark , Delaware 19716 , United States.
Samantha O SantanaDepartment of Chemistry & Biochemistry , University of Delaware , Newark , Delaware 19716 , United States.
Mary P WatsonDepartment of Chemistry & Biochemistry , University of Delaware , Newark , Delaware 19716 , United States.ORCID 0000-0002-1879-5257
University of Delaware · US

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
Molecular Design of Advanced BiomaterialsP20GM103541 · NIGMS · UNIVERSITY OF DELAWARE · PI POLENOVA, TATYANA · 2012 to 2012
$2.1M
Cross Couplings of Amine and Alcohol Derivatives to Give Enantioenriched ProductsR01GM111820 · NIGMS · UNIVERSITY OF DELAWARE · PI WATSON, MARY P · 2014 to 2018
$1.6M
Q-Exactive Orbitrap LC-MC/MS SystemS10OD016267 · OD · UNIVERSITY OF DELAWARE · PI JOHNSTON, MURRAY V · 2013 to 2013
$573k
NIGMS NIH HHS P20 GM103541NIGMS NIH HHS P20 GM104316NIGMS NIH HHS R01 GM111820NIH HHS S10 OD016267
6 · The paper itself

Abstract

A Negishi cross-coupling of alkylpyridinium salts and alkylzinc halides has been developed. This is the first example of alkyl-alkyl bond formation via cross-coupling of an alkyl amine derivative with an unactivated alkyl group, and allows both primary and secondary alkylpyridinium salts to react with primary alkylzinc halides with high functional group tolerance. When combined with formation of the pyridinium salts from primary amines, this method enables the noncanonical transformation of NH

Indexed as

AlkylationAminesCatalysisElectron TransportPyrimidinesSaltsStereoisomerismAminesPyrimidinesSalts

Identifiers

PMID30682254
PMCPMC6434706
OpenAlexW2913405618

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.