Evidence map›Paper›PMID 39324053›Full record

ArticleACS catalysis2024

Intramolecular C-H Oxidation in Iron(V)-oxo-carboxylato Species Relevant in the γ-Lactonization of Alkyl Carboxylic Acids.

Andrea Álvarez-Núñez, Rudraditya Sarkar, Valeria Dantignana, Jin Xiong, Yisong Guo, Josep M Luis, Miquel Costas, Anna Company

Abstract read
In one paragraph

Article in ACS catalysis, 2024. 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. 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

8 authors.

Andrea Álvarez-NúñezInstitut de Química Computacional i Catàlisi (IQCC), Departament de Química, Universitat de Girona, C/Ma Aurèlia Capmany 69, 17003 Girona, Catalonia, Spain.
Rudraditya SarkarInstitut de Química Computacional i Catàlisi (IQCC), Departament de Química, Universitat de Girona, C/Ma Aurèlia Capmany 69, 17003 Girona, Catalonia, Spain.ORCID https://orcid.org/0000-0001-7915-8625
Valeria DantignanaInstitut de Química Computacional i Catàlisi (IQCC), Departament de Química, Universitat de Girona, C/Ma Aurèlia Capmany 69, 17003 Girona, Catalonia, Spain.ORCID https://orcid.org/0000-0002-0799-5800
Jin XiongChemistry Department, Carnegie Mellon University, Pittsburgh, Pennsylvania 15213, United States.ORCID https://orcid.org/0000-0001-7443-0554
Yisong GuoChemistry Department, Carnegie Mellon University, Pittsburgh, Pennsylvania 15213, United States.ORCID https://orcid.org/0000-0002-4132-3565
Josep M LuisInstitut de Química Computacional i Catàlisi (IQCC), Departament de Química, Universitat de Girona, C/Ma Aurèlia Capmany 69, 17003 Girona, Catalonia, Spain.ORCID https://orcid.org/0000-0002-2880-8680
Miquel CostasInstitut de Química Computacional i Catàlisi (IQCC), Departament de Química, Universitat de Girona, C/Ma Aurèlia Capmany 69, 17003 Girona, Catalonia, Spain.ORCID https://orcid.org/0000-0001-6326-8299
Anna CompanyInstitut de Química Computacional i Catàlisi (IQCC), Departament de Química, Universitat de Girona, C/Ma Aurèlia Capmany 69, 17003 Girona, Catalonia, Spain.ORCID https://orcid.org/0000-0003-4845-4418

Funding

Elucidate Mechanisms of Quinolone Alkaloid Biosynthesis via Iron(II)/2-Oxoglutarate Dependent Enzymes: Diverse, but Controlled ReactivityR01GM125924 · NIGMS · CARNEGIE-MELLON UNIVERSITY · PI Yisong Guo · 2018 to 2026
$3.3M
NIGMS NIH HHS R01 GM125924
6 · The paper itself

Abstract

High-valent oxoiron species have been invoked as oxidizing agents in a variety of iron-dependent oxygenases. Taking inspiration from nature, selected nonheme iron complexes have been developed as catalysts to elicit C-H oxidation through the mediation of putative oxoiron(V) species, akin to those proposed for Rieske oxygenases. The addition of carboxylic acids in these iron-catalyzed C-H oxidations has proved highly beneficial in terms of product yields and selectivities, suggesting the direct involvement of iron(V)-oxo-carboxylato species. When the carboxylic acid functionality is present in the alkane substrate, it acts as a directing group, enabling the selective intramolecular γ-C-H hydroxylation that eventually affords γ-lactones. While this mechanistic frame is solidly supported by previous mechanistic studies, direct spectroscopic detection of the key iron(V)-oxo-carboxylato intermediate and its competence for engaging in the selective γ-C-H oxidation leading to lactonization have not been accomplished. In this work, we generate a series of well-defined iron(V)-oxo-carboxylato species (

Identifiers

PMID39324053
PMCPMC11420956

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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.