Evidence map›Paper›PMID 38456743›Full record

ArticleJournal of the American Chemical Society2024

2-Aminophenanthroline Ligands Enable Mild, Undirected, Iridium-Catalyzed Borylation of Alkyl C-H Bonds.

Isaac F Yu, Kyan A D'Angelo, Ángel D Hernandez-Mejías, Nanrun Cheng, John F Hartwig

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing 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

7 citing papers in PubMed.

  1. Borylcyclopropanes: Synthetic Strategies and Applications.Angewandte Chemie (International ed. in English) · 2026
    Review
  2. Terminal-Selective spJournal of the American Chemical Society · 2026
    Article
  3. Article
  4. Mapping the Undirected Borylation of C(spJournal of the American Chemical Society · 2026
    Article
  5. Review
  6. Article
  7. Bis-CFACS catalysis · 2025
    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

5 authors.

Isaac F YuDepartment of Chemistry, University of California, Berkeley, California 94720, United States.ORCID 0000-0001-9659-2204
Kyan A D'AngeloDepartment of Chemistry, University of California, Berkeley, California 94720, United States.
Ángel D Hernandez-MejíasDepartment of Chemistry, University of California, Berkeley, California 94720, United States.
Nanrun ChengDepartment of Chemistry, University of California, Berkeley, California 94720, United States.
John F HartwigDepartment of Chemistry, University of California, Berkeley, California 94720, United States.ORCID 0000-0002-4157-468X

Funding

Discovery and Development of Organic Reactions Catalyzed by Transition Metals Valuable for Medicinal ChemistryR35GM130387 · NIGMS · UNIVERSITY OF CALIFORNIA BERKELEY · PI John F Hartwig · 2019 to 2026
$7.1M
Acquisition of a Cryoprobe and Related Accessories for a 600 MHz NMR Spectrometer to Support Health Research Activities at the University of California, BerkeleyS10OD024998 · OD · UNIVERSITY OF CALIFORNIA BERKELEY · PI HARTWIG, JOHN F · 2018 to 2018
$265k
Catalyst- and Reagent-Guided Selective Alkyl C-H Bond FunctionalizationF32GM146425 · NIGMS · UNIVERSITY OF CALIFORNIA BERKELEY · PI D'ANGELO, KYAN ANTHONY · 2023 to 2025
$174k
NIGMS NIH HHS F32 GM146425NIGMS NIH HHS R35 GM130387NIH HHS S10 OD024998
6 · The paper itself

Abstract

The catalytic, undirected borylation of alkyl C-H bonds typically occurs at high reaction temperatures or with excess substrate, or both, because of the low reactivity of alkyl C-H bonds. Here we report a new iridium system comprising 2-anilino-1,10-phenanthroline as the ligand that catalyzes the borylation of alkyl C-H bonds with little to no induction period and with high reaction rates. This superior activation and reactivity profile of 2-aminophenanthroline-ligated catalysts leads to broader reaction scope, including reactions of sensitive substrates, such as epoxides and glycosidic acetals, enhanced diastereoselectivity, and higher yields of borylated products. These catalysts also enable the borylation of alkanes, amines, and ethers at room temperature for the first time. Mechanistic studies imply that facile

Identifiers

PMID38456743
PMCPMC11620480

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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.