Evidence map›Paper›PMID 25561269›Full record

ArticleThe Journal of organic chemistry2015

Fluorine-decoupled carbon spectroscopy for the determination of configuration at fully substituted, trifluoromethyl- and perfluoroalkyl-bearing carbons: comparison with 19F-1H heteronuclear Overhauser effect spectroscopy.

Appi Reddy Mandhapati, Takayuki Kato, Takahiko Matsushita, Bashar Ksebati, Andrea Vasella, Erik C Böttger, David Crich

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing 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

1 citing paper in PubMed.

  1. Optimized Synthesis of a Pentafluoro-Tetrahedron letters · 2016
    Article
4 · The record

Corrections and comments

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5 · Who and what money

Authors and funding

7 authors.

Appi Reddy MandhapatiDepartment of Chemistry, Wayne State University , Detroit, Michigan 48202, United States.
Takayuki Kato
Takahiko Matsushita
Bashar Ksebati
Andrea Vasella
Erik C Böttger
David Crich

Funding

Methods and Mechanisms in Carbohydrate ChemistryR01GM062160 · NIGMS · WAYNE STATE UNIVERSITY · PI CRICH, DAVID · 2001 to 2024
$7.1M
NIGMS NIH HHS GM62160NIGMS NIH HHS R01 GM062160
6 · The paper itself

Abstract

The synthesis of a series of α-trifluoromethylcyclohexanols and analogous trimethylsilyl ethers by addition of the Ruppert-Prakash reagent to substituted cyclohexanones is presented. A method for the assignment of configuration of such compounds, of related α-trifluoromethylcyclohexylamines and of quaternary trifluoromethyl-substituted carbons is described based on the determination of the (3)J(CH) coupling constant between the fluorine-decoupled (13)CF3 resonance and the vicinal hydrogens. This method is dubbed fluorine-decoupled carbon spectroscopy and abbreviated FDCS. The method is also applied to the configurational assignment of substances bearing mono-, di-, and perfluoroalkyl rather than trifluoromethyl groups. The configuration of all substances was verified by either (19)F-(1)H heteronuclear Overhauser spectroscopy (HOESY) or X-ray crystallography. The relative merits of FDCS and HOESY are compared and contrasted. (2)J(CH), (3)J(CH), and (4)J(CH) coupling constants to (19)F decoupled CF3 groups in alkenes and arenes have also been determined and should prove to be useful in the structural assignment of trifluoromethylated alkenes and arenes.

Indexed as

AlkenesCarbonCrystallography, X-RayFluorineFluorine RadioisotopesHydrocarbons, FluorinatedMagnetic Resonance SpectroscopyMolecular StructureAlkenesCarbonFluorineFluorine RadioisotopesHydrocarbons, Fluorinated

Identifiers

PMID25561269
PMCPMC4320651

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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.