Evidence map›Paper›PMID 31999441›Full record

ArticleJournal of the American Chemical Society2020

δ-C-H Mono- and Dihalogenation of Alcohols.

Alastair N Herron, Dongxin Liu, Guoqin Xia, Jin-Quan Yu

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.

0numbers the graph read from it
0cells of the map it votes in
12citing papers in PubMed
6.7field-weighted citation impact, top 2% 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

12 citing papers in PubMed, 94 citations in OpenAlex.

  1. Article
  2. Review
  3. Switchable Site-Selective Benzanilide C(spMolecules (Basel, Switzerland) · 2024
    Article
  4. Metal-free photoinduced C(spNature communications · 2023
    Article
  5. Article
  6. Article
  7. Article
  8. Article
  9. Site Selective Chlorination of C(spAngewandte Chemie (International ed. in English) · 2021
    Article
  10. Article
  11. Article
  12. 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

4 authors at 1 institution in 1 country.

Alastair N HerronDepartment of Chemistry , The Scripps Research Institute , 10550 North Torrey Pines Road , La Jolla , California 92037 , United States.ORCID 0000-0001-7141-3986
Dongxin LiuDepartment of Chemistry , The Scripps Research Institute , 10550 North Torrey Pines Road , La Jolla , California 92037 , United States.
Guoqin XiaDepartment of Chemistry , The Scripps Research Institute , 10550 North Torrey Pines Road , La Jolla , California 92037 , United States.
Jin-Quan YuDepartment of Chemistry , The Scripps Research Institute , 10550 North Torrey Pines Road , La Jolla , California 92037 , United States.ORCID 0000-0003-3560-5774
Scripps Research Institute · US

Funding

Ligand-promoted Enantioselective C-H Activation ReactionsR01GM084019 · NIGMS · SCRIPPS RESEARCH INSTITUTE, THE · PI YU, JIN-QUAN · 2008 to 2024
$9.5M
NIGMS NIH HHS R01 GM084019
6 · The paper itself

Abstract

Alkoxy radicals have long been known to enable remote C-H functionalization via 1,5-hydrogen atom abstraction. However, methods for their generation traditionally have relied upon highly oxidizing metals, ultraviolet radiation, or preformed peroxide intermediates, which has prevented the development of many desirable transformations. Herein we report a new bench-stable precursor that decomposes to free alkoxy radicals via a previously unreported single-electron oxidation pathway. This new precursor enables the fluorination and chlorination of remote C-H bonds under exceptionally mild conditions with exceedingly high monoselectivity. Iterative use of this precursor enables the introduction of a second halogen atom, granting access to remote dihalide motifs, including CF

Indexed as

HalogenationAlcoholsCatalysisOxidation-ReductionPalladiumPhotochemical ProcessesAlcoholsPalladium

Identifiers

PMID31999441
PMCPMC7266640
OpenAlexW3003715675

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.