Evidence map›Paper›PMID 35113555›Full record

ArticleThe Journal of organic chemistry2022

Structural and Thermodynamic Effects on the Kinetics of C-H Oxidation by Multisite Proton-Coupled Electron Transfer in Fluorenyl Benzoates.

Brian Koronkiewicz, Elvira R Sayfutyarova, Scott C Coste, Brandon Q Mercado, Sharon Hammes-Schiffer, James M Mayer

Open access · greenAbstract read
In one paragraph

Article in The Journal of organic chemistry, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing papers in PubMed
1.4field-weighted citation impact, top 20% 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

3 citing papers in PubMed, 5 citations in OpenAlex.

  1. Role of restraints on hydrogen atoms in Hirshfeld atom refinement: the case of tri-aspartic acid trihydrate.Acta crystallographica Section B, Structural science, crystal engineering and materials · 2025
    Article
  2. Article
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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

6 authors at 1 institution in 1 country.

Brian KoronkiewiczDepartment of Chemistry, Yale University, 225 Prospect Street, New Haven, Connecticut 06511, United States.
Elvira R SayfutyarovaDepartment of Chemistry, Yale University, 225 Prospect Street, New Haven, Connecticut 06511, United States.
Scott C CosteDepartment of Chemistry, Yale University, 225 Prospect Street, New Haven, Connecticut 06511, United States.
Brandon Q MercadoDepartment of Chemistry, Yale University, 225 Prospect Street, New Haven, Connecticut 06511, United States.
Sharon Hammes-SchifferDepartment of Chemistry, Yale University, 225 Prospect Street, New Haven, Connecticut 06511, United States.ORCID 0000-0002-3782-6995
James M MayerDepartment of Chemistry, Yale University, 225 Prospect Street, New Haven, Connecticut 06511, United States.ORCID 0000-0002-3943-5250
Yale University · US

Funding

UNDERSTANDING METAL MEDIATED C-H AND O-H BOND OXIDATIONSR01GM050422 · NIGMS · YALE UNIVERSITY · PI MAYER, JAMES M · 1995 to 2020
$6.1M
Simulation of Proton and Hydride Transfer in EnzymesR37GM056207 · NIGMS · YALE UNIVERSITY · PI HAMMES-SCHIFFER, SHARON · 2011 to 2020
$3.2M
SIMULATION OF PROTON AND HYDRIDE TRANSFER IN ENZYMESR01GM056207 · NIGMS · UNIVERSITY OF NOTRE DAME · PI HAMMES-SCHIFFER, SHARON · 1998 to 2010
$2.7M
Coupled Protons and Electrons in Biological SystemsR35GM139449 · NIGMS · YALE UNIVERSITY · PI HAMMES-SCHIFFER, SHARON · 2021 to 2025
$2.1M
Understanding coupled transfers of electrons and protons relevant to biological cR56GM050422 · NIGMS · UNIVERSITY OF WASHINGTON · PI MAYER, JAMES M · 2007 to 2007
$310k
Model Systems for C-H Bond Transformations through Multiple-Site Concerted Proton-Electron TransferF32GM139266 · NIGMS · YALE UNIVERSITY · PI COSTE, SCOTT CHRISTOPHER · 2020 to 2022
$189k
NIGMS NIH HHS F32 GM139266NIGMS NIH HHS R01 GM050422NIGMS NIH HHS R01 GM056207NIGMS NIH HHS R35 GM139449NIGMS NIH HHS R37 GM056207NIGMS NIH HHS R56 GM050422
6 · The paper itself

Abstract

Our recent experimental and theoretical investigations have shown that fluorene C-H bonds can be activated through a mechanism in which the proton and electron are transferred from the C-H bond to a separate base and oxidant in a concerted, elementary step. This multisite proton-coupled electron transfer (MS-PCET) mechanism for C-H bond activation was shown to be facilitated by shorter proton donor-acceptor distances. With the goal of intentionally modulating this donor-acceptor distance, we have now studied C-H MS-PCET in the 3-methyl-substituted fluorenyl benzoate (2-Flr-3-Me-BzO

Indexed as

ElectronsProtonsBenzoatesCarboxylic AcidsElectron TransportKineticsOxidantsThermodynamicsBenzoatesCarboxylic AcidsOxidantsProtons

Identifiers

PMID35113555
PMCPMC9167551
OpenAlexW4210510410

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

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.