Evidence map›Paper›PMID 35719693›Full record

ArticleOrganometallics2021

Synthesis of Triarylmethanes via Palladium-Catalyzed Suzuki-Miyaura Reactions of Diarylmethyl Esters.

Amira H Dardir, Irene Casademont-Reig, David Balcells, Jonathan D Ellefsen, Matthew R Espinosa, Nilay Hazari, Nicholas E Smith

Open access · greenAbstract read
In one paragraph

Article in Organometallics, 2021. 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
1.0field-weighted citation impact, top 28% 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

1 citing paper in PubMed, 12 citations in OpenAlex.

  1. 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

7 authors at 3 institutions in 3 countries.

Amira H DardirDepartment of Chemistry, Yale University, P. O. Box 208107, New Haven, Connecticut, 06520, USA.
Irene Casademont-ReigHylleraas Centre for Quantum Molecular Sciences, Department of Chemistry, University of Oslo, P.O. Box 1033, Blindern, N-0315 Oslo, Norway.
David BalcellsHylleraas Centre for Quantum Molecular Sciences, Department of Chemistry, University of Oslo, P.O. Box 1033, Blindern, N-0315 Oslo, Norway.
Jonathan D EllefsenDepartment of Chemistry, Yale University, P. O. Box 208107, New Haven, Connecticut, 06520, USA.
Matthew R EspinosaDepartment of Chemistry, Yale University, P. O. Box 208107, New Haven, Connecticut, 06520, USA.
Nilay HazariDepartment of Chemistry, Yale University, P. O. Box 208107, New Haven, Connecticut, 06520, USA.
Nicholas E SmithDepartment of Chemistry, Yale University, P. O. Box 208107, New Haven, Connecticut, 06520, USA.
Yale University · USUniversity of Oslo · NOUniversity of the Basque Country · ES

Funding

Mechanistic Studies to Rationally Design Ni and Pd Catalysts for Cross-CouplingR01GM120162 · NIGMS · YALE UNIVERSITY · PI HAZARI, NILAY · 2016 to 2020
$1.6M
NIGMS NIH HHS R01 GM120162
6 · The paper itself

Abstract

The synthesis of triarylmethanes via Pd-catalyzed Suzuki-Miyaura reactions between diarylmethyl 2,3,4,5,6-pentafluorobenzoates and aryl boronic acids is described. The system operates at mild conditions and has a broad substrate scope, including the coupling of diphenylmethanol derivatives that do not contain extended aromatic substituents. This is significant as these substrates, which result in the types of triarylmethane products that are prevalent in pharmaceuticals, have not previously been compatible with systems for diarylmethyl ester coupling. Further, the reaction can be performed stereospecifically to generate stereo-inverted products. On the basis of DFT calculations, it is proposed that the oxidative addition of the diarylmethyl 2,3,4,5,6-pentafluorobenzoate substrate occurs via an S

Identifiers

PMID35719693
PMCPMC9199486
OpenAlexW3168255138

What OpenQuestion holds

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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.