Ferrocenium Boronic Acid Catalyzed Deoxygenative Coupling of Alcohols with Carbon- and Nitrogen-Based Borate and Silane Nucleophiles.

Jake J Blackner, Deirdre M Rooney, Joshua W Hollett, J Adam McCubbin

Open access · hybridAbstract read

In one paragraph

Article in The Journal of organic chemistry, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

0numbers the graph read from it

0cells of the map it votes in

0citing papers in PubMed

0.6field-weighted citation impact, top 38% 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

0 citing papers in PubMed, 4 citations in OpenAlex.

No citing paper in PubMed yet.

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 1 country.

Jake J BlacknerDepartment of Chemistry, University of Manitoba, Winnipeg, Manitoba R3T 2N2, Canada.

Deirdre M RooneyDepartment of Chemistry, University of Winnipeg, 515 Portage Avenue, Winnipeg, Manitoba R3B 2E9, Canada.

Joshua W HollettDepartment of Chemistry, University of Winnipeg, 515 Portage Avenue, Winnipeg, Manitoba R3B 2E9, Canada.ORCID 0000-0002-5998-4732

J Adam McCubbinDepartment of Chemistry, University of Winnipeg, 515 Portage Avenue, Winnipeg, Manitoba R3B 2E9, Canada.ORCID 0009-0009-6317-938X

University of Winnipeg · CAUniversity of Manitoba · CA

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

A boronic acid catalyzed carbon-carbon and carbon-nitrogen bond-forming reaction for the functionalization of various π-activated alcohols has been developed. Ferrocenium boronic acid hexafluoroantimonate salt was identified as an effective catalyst in the direct deoxygenative coupling of alcohols with a variety of potassium trifluoroborate and organosilane nucleophiles. In a comparison between these two classes of nucleophiles, the use of organosilanes leads to higher reaction yields, increased diversity of the alcohol substrate scope, and high

Indexed as

BoratesSilanesBoronic AcidsCarbonCatalysisEthanolFerrous CompoundsMolecular StructureNitrogenBoratesBoronic AcidsCarbonEthanolferroceniumFerrous CompoundsNitrogenSilanes

Identifiers

PMID37285506

DOI10.1021/acs.joc.3c00463

PMCPMC10337667

OpenAlexW4379619179

What OpenQuestion holds

Textmetadata

LicenceCC BY-NC-ND

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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.