ArticleJournal of the American Chemical Society2016
Positional Selectivity in C-H Functionalizations of 2-Benzylfurans with Bimetallic Catalysts.
Article in Journal of the American Chemical Society, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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.
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.
Who cites it
13 citing papers in PubMed.
- Site-Selective Cross-Coupling of Polyhalogenated Arenes and Heteroarenes with Identical Halogen Groups.Chemical reviews · 2022Review
- Radical and Ionic Mechanisms in Rearrangements ofMolecules (Basel, Switzerland) · 2021Article
- Electric Fields in Catalysis: From Enzymes to Molecular Catalysts.ACS catalysis · 2021Article
- Palladium-catalyzed benzylic C(spChemical science · 2021Article
- Transition-Metal-Free Synthesis of Polyfunctional Triarylmethanes and 1,1-Diarylalkanes by Sequential Cross-Coupling of Benzal Diacetates with Organozinc Reagents.Angewandte Chemie (International ed. in English) · 2021Article
- Aryl Fluoride Activation Through Palladium-Magnesium Bimetallic Cooperation: A Mechanistic and Computational Study.ACS catalysis · 2020Article
- Switching the site-selectivity of C-H activation in aryl sulfonamides containing strongly coordinating N-heterocycles.Chemical science · 2019Article
- Cation-π Interactions in the Benzylic Arylation of Toluenes with Bimetallic Catalysts.Journal of the American Chemical Society · 2018Article
- One-pot aminobenzylation of aldehydes with toluenes.Nature communications · 2018Article
- Palladium-Catalyzed Triarylation of spAdvanced synthesis & catalysis · 2018Article
- Synthesis of Diarylated 4-Pyridylmethyl Ethers via Palladium-Catalyzed Cross-Coupling Reactions.Advanced synthesis & catalysis · 2017Article
- Palladium-catalysed synthesis of triaryl(heteroaryl)methanes.Nature communications · 2017Article
- Bimetallic catalysis for C-C and C-X coupling reactions.Chemical science · 2017Review
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
7 authors.
Funding
Abstract
Metal-catalyzed carbon-carbon bond-forming reactions are a mainstay in the synthesis of pharmaceutical agents. A long-standing problem plaguing the field of transition metal catalyzed C-H functionalization chemistry is control of selectivity among inequivalent C-H bonds in organic reactants. Herein we advance an approach to direct site selectivity in the arylation of 2-benzylfurans founded on the idea that modulation of cooperativity in bimetallic catalysts can enable navigation of selectivity. The bimetallic catalysts introduced herein exert a high degree of control, leading to divergent site-selective arylation reactions of both sp(2) and sp(3) C-H bonds of 2-benzylfurans. It is proposed that the selectivity is governed by cation-π interactions, which can be modulated by choice of base and accompanying additives [MN(SiMe3)2, M = K or Li·12-crown-4].
Indexed as
Identifiers
What OpenQuestion holds
Registered trials
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.