Evidence map›Paper›PMID 36966132›Full record

ArticleNature communications2023

Arene C-H borylation strategy enabled by a non-classical boron cluster-based electrophile.

Sangmin Kim, Joseph W Treacy, Yessica A Nelson, Jordan A M Gonzalez, Milan Gembicky, K N Houk, Alexander M Spokoyny

Open access · goldFull text read
In one paragraph

Article in Nature communications, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.

0numbers the graph read from it
0cells of the map it votes in
8citing papers in PubMed
2.5field-weighted citation impact, top 11% 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

8 citing papers in PubMed, 17 citations in OpenAlex.

  1. Article
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  7. Redox-Active Boron Clusters.Accounts of chemical research · 2024
    Article
  8. 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

7 authors at 3 institutions in 1 country.

Sangmin KimDepartment of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, CA, 90095, USA.ORCID http://orcid.org/0000-0002-7289-0693
Joseph W TreacyDepartment of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, CA, 90095, USA.
Yessica A NelsonDepartment of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, CA, 90095, USA.ORCID http://orcid.org/0000-0002-7744-051X
Jordan A M GonzalezDepartment of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, CA, 90095, USA.
Milan GembickyDepartment of Chemistry and Biochemistry, University of California, San Diego, La Jolla, CA, 92093, USA.ORCID http://orcid.org/0000-0002-3898-1612
K N HoukDepartment of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, CA, 90095, USA.ORCID http://orcid.org/0000-0002-8387-5261
Alexander M SpokoynyDepartment of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, CA, 90095, USA. spokoyny@chem.ucla.edu.ORCID http://orcid.org/0000-0002-5683-6240
University of California, Los Angeles · USCalifornia NanoSystems Institute · USUniversity of California San Diego · US

Funding

Inorganic Chemistry Tools for Bioconjugation, Recognition and ImagingR35GM124746 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI Alexander Michael Spokoyny · 2017 to 2026
$4.0M
Chemistry Biology Interface Training ProgramT32GM136614 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI Patrick G. Harran · 2020 to 2026
$2.8M
NIGMS NIH HHS R35 GM124746NIGMS NIH HHS T32 GM136614
6 · The paper itself

Abstract

Introducing a tri-coordinate boron-based functional group (e.g., boronic ester) into an unactivated C-H bond in the absence of directing groups is an ongoing challenge in synthetic chemistry. Despite previous developments in transition metal-catalyzed and -free approaches, C-H borylation of sterically hindered arenes remains a largely unsolved problem to date. Here, we report a synthetic strategy of a two-step, precious metal-free electrophilic C-H borylation of sterically hindered alkyl- and haloarenes to generate aryl boronic esters. The first step relies on electrophilic aromatic substitution (EAS) induced by cage-opening of Cs

Identifiers

PMID36966132
PMCPMC10039867
OpenAlexW4360952106

What OpenQuestion holds

Textfull text, public
LicenceCC BY
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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.