Evidence map›Paper›PMID 31899630›Full record

ArticleJournal of the American Chemical Society2020

Visible Light-Induced Borylation of C-O, C-N, and C-X Bonds.

Shengfei Jin, Hang T Dang, Graham C Haug, Ru He, Viet D Nguyen, Vu T Nguyen, Hadi D Arman, Kirk S Schanze, Oleg V Larionov

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 39 papers.

0numbers the graph read from it
0cells of the map it votes in
39citing papers in PubMed
12.3field-weighted citation impact, top 1% 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

39 citing papers in PubMed, 174 citations in OpenAlex.

  1. Article
  2. Article
  3. Generation of a Ground-State Electron Donor Utilizing Stored Light Energy.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026
    Article
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  5. Review
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  7. Article
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  10. Photocatalytic Generation of a Ground-State Electron Donor Through Water Activation.Angewandte Chemie (International ed. in English) · 2025
    Article
  11. Review
  12. Article
  13. Review
  14. Article
  15. Article
  16. Review
  17. AgNature communications · 2024
    Article
  18. Kinetic and thermodynamic control of C(spScience (New York, N.Y.) · 2023
    Article
  19. Article
  20. 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

9 authors at 2 institutions in 1 country.

Shengfei JinDepartment of Chemistry , University of Texas at San Antonio , San Antonio , Texas 78249 , United States.
Hang T DangDepartment of Chemistry , University of Texas at San Antonio , San Antonio , Texas 78249 , United States.
Graham C HaugDepartment of Chemistry , University of Texas at San Antonio , San Antonio , Texas 78249 , United States.
Ru HeDepartment of Chemistry , University of Texas at San Antonio , San Antonio , Texas 78249 , United States.
Viet D NguyenDepartment of Chemistry , University of Texas at San Antonio , San Antonio , Texas 78249 , United States.
Vu T NguyenDepartment of Chemistry , University of Texas at San Antonio , San Antonio , Texas 78249 , United States.ORCID 0000-0001-8804-0282
Hadi D ArmanDepartment of Chemistry , University of Texas at San Antonio , San Antonio , Texas 78249 , United States.
Kirk S SchanzeDepartment of Chemistry , University of Texas at San Antonio , San Antonio , Texas 78249 , United States.ORCID 0000-0003-3342-4080
Oleg V LarionovDepartment of Chemistry , University of Texas at San Antonio , San Antonio , Texas 78249 , United States.ORCID 0000-0002-3026-1135
The University of Texas at San Antonio · USUniversity of Florida · US

Funding

New organosulfur-based strategies for efficient and selective organic synthesis.R01GM134371 · NIGMS · UNIVERSITY OF TEXAS SAN ANTONIO · PI LARIONOV, OLEG V · 2019 to 2022
$1.1M
NIGMS NIH HHS R01 GM134371
6 · The paper itself

Abstract

Boronic acids are centrally important functional motifs and synthetic precursors. Visible light-induced borylation may provide access to structurally diverse boronates, but a broadly efficient photocatalytic borylation method that can effect borylation of a wide range of substrates, including strong C-O bonds, remains elusive. Herein, we report a general, metal-free visible light-induced photocatalytic borylation platform that enables borylation of electron-rich derivatives of phenols and anilines, chloroarenes, as well as other haloarenes. The reaction exhibits excellent functional group tolerance, as demonstrated by the borylation of a range of structurally complex substrates. Remarkably, the reaction is catalyzed by phenothiazine, a simple organic photocatalyst with MW < 200 that mediates the previously unachievable visible light-induced single electron reduction of phenol derivatives with reduction potentials as negative as approximately - 3 V versus SCE by a proton-coupled electron transfer mechanism. Mechanistic studies point to the crucial role of the photocatalyst-base interaction.

Indexed as

LightBoronic AcidsCarbonCatalysisNitrogenOxygenBoronic AcidsCarbonNitrogenOxygen

Identifiers

PMID31899630
PMCPMC7137638
OpenAlexW2997801793

What OpenQuestion holds

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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.