Evidence map›Paper›PMID 25545888›Full record

ArticleOrganic letters2015

New organocatalyst scaffolds with high activity in promoting hydrazone and oxime formation at neutral pH.

Dennis Larsen, Michael Pittelkow, Saswata Karmakar, Eric T Kool

Open access · greenAbstract read
In one paragraph

Article in Organic letters, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 31 papers.

0numbers the graph read from it
0cells of the map it votes in
31citing papers in PubMed
4.5field-weighted citation impact, top 5% 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

31 citing papers in PubMed, 100 citations in OpenAlex.

  1. Article
  2. Building Molecules by a Self-Replicator That Catalyzes Acyl Hydrazone Formation.Angewandte Chemie (International ed. in English) · 2026
    Article
  3. Review
  4. Review
  5. Review
  6. Article
  7. Article
  8. Review
  9. Article
  10. Article
  11. Article
  12. Tuneable Control of Organocatalytic Activity through Host-Guest Chemistry.Angewandte Chemie (International ed. in English) · 2021
    Article
  13. Article
  14. Article
  15. Article
  16. Article
  17. Article
  18. Reactivity and Selectivity of Iminium Organocatalysis Improved by a Protein Host.Angewandte Chemie (International ed. in English) · 2018
    Article
  19. Article
  20. Imine-based [2]catenanes in water.Chemical science · 2018
    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 2 institutions in 2 countries.

Dennis LarsenDepartment of Chemistry, Stanford University , Stanford, California 94305-5017, United States.
Michael Pittelkow
Saswata Karmakar
Eric T Kool
Stanford University · USUniversity of Copenhagen · DK

Funding

Templated Chemistry for RNA AnalysisR01GM068122 · NIGMS · STANFORD UNIVERSITY · PI KOOL, ERIC T. · 2003 to 2016
$3.5M
Highly Reactive Hydrazone Chemistry: Orthogonal Modification in Cellular ContextsR01GM110050 · NIGMS · STANFORD UNIVERSITY · PI KOOL, ERIC T. · 2015 to 2018
$1.2M
NIGMS NIH HHS GM068122NIGMS NIH HHS GM110050NIGMS NIH HHS R01 GM068122NIGMS NIH HHS R01 GM110050
6 · The paper itself

Abstract

The discovery of two new classes of catalysts for hydrazone and oxime formation in water at neutral pH, namely 2-aminophenols and 2-(aminomethyl)benzimidazoles, is reported. Kinetics studies in aqueous solutions at pH 7.4 revealed rate enhancements up to 7-fold greater than with classic aniline catalysis. 2-(Aminomethyl)benzimidazoles were found to be effective catalysts with otherwise challenging aryl ketone substrates.

Indexed as

AminophenolsAniline CompoundsBenzimidazolesCatalysisHydrazonesHydrogen-Ion ConcentrationKetonesMolecular StructureOximesAminophenolsanilineAniline CompoundsBenzimidazolesHydrazonesKetonesOximes

Identifiers

PMID25545888
PMCPMC4301078
OpenAlexW2094615888

What OpenQuestion holds

Textmetadata
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.