Evidence map›Paper›PMID 30860852›Full record

ArticleOrganic letters2019

Structure and Reactivity of Highly Twisted N-Acylimidazoles.

Elizabeth A Stone, Brandon Q Mercado, Scott J Miller

Abstract read
PubMed Full text at PMC Publisher
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 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. Review
  2. Acyclic Twisted Amides.Chemical reviews · 2021
    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

3 authors.

Elizabeth A StoneDepartment of Chemistry , Yale University , 225 Prospect Street , New Haven , Connecticut 06520-8107 , United States.
Brandon Q MercadoDepartment of Chemistry , Yale University , 225 Prospect Street , New Haven , Connecticut 06520-8107 , United States.
Scott J MillerDepartment of Chemistry , Yale University , 225 Prospect Street , New Haven , Connecticut 06520-8107 , United States.ORCID 0000-0001-7817-1318

Funding

PREDOCTORAL PROGRAM IN BIOPHYSICST32GM008283 · NIGMS · YALE UNIVERSITY · PI XIONG, YONG · 1988 to 2022
$10.5M
Site-Selective Catalysis for Organic SynthesisR37GM068649 · NIGMS · YALE UNIVERSITY · PI MILLER, SCOTT J · 2011 to 2018
$2.7M
Predoctoral Program in BiophysicsT32GM149438 · NIGMS · YALE UNIVERSITY · PI Yong Xiong, Elsa Chui Ying Yan · 2023 to 2026
$2.6M
Site-Selective Catalysts for Organic SynthesisR01GM068649 · NIGMS · YALE UNIVERSITY · PI MILLER, SCOTT J · 2003 to 2010
$2.3M
NIGMS NIH HHS R01 GM068649NIGMS NIH HHS R37 GM068649NIGMS NIH HHS T32 GM008283NIGMS NIH HHS T32 GM149438
6 · The paper itself

Abstract

A modular and efficient synthesis of highly twisted N-acylimidazoles is reported. These twist amides were characterized via X-ray crystallography, NMR spectroscopy, IR spectroscopy, and DFT calculations. Modification of the substituent proximal to the amide revealed a maximum torsional angle of 88.6° in the solid state, which may be the most twisted amide reported for a nonbicyclic system to date. Reactivity and stability studies indicate that these twisted N-acylimidazoles may be valuable, namely as acyl transfer reagents.

Indexed as

AmidesCrystallography, X-RayImidazolesMagnetic Resonance SpectroscopyMolecular StructureAmidesImidazoles

Identifiers

PMID30860852
PMCPMC6461376

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Registered trials

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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.