Evidence map›Paper›PMID 36007222›Full record

ArticleOrganic letters2022

Solvent Anions Enable Photoinduced Borylation and Phosphonation of Aryl Halides via EDA Complexes.

Lei Pan, Macy M Deckert, Maria Victoria Cooke, Annika R Bleeke, Sébastien Laulhé

Open access · greenAbstract read
In one paragraph

Article in Organic letters, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.

0numbers the graph read from it
0cells of the map it votes in
13citing papers in PubMed
4.8field-weighted citation impact, top 4% 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

13 citing papers in PubMed, 49 citations in OpenAlex.

  1. Article
  2. Deprotection of benzyl ethersGreen chemistry : an international journal and green chemistry resource : GC · 2026
    Article
  3. Article
  4. Generation of a Ground-State Electron Donor Utilizing Stored Light Energy.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026
    Article
  5. EDA Complex-Mediated C(spEuropean journal of organic chemistry · 2026
    Article
  6. Article
  7. Article
  8. Sequential EDA/HAT Enables C(spOrganic letters · 2025
    Article
  9. Review
  10. Article
  11. Review
  12. Article
  13. 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 at 1 institution in 1 country.

Lei PanDepartment of Chemistry & Chemical Biology, Indiana University-Purdue University Indianapolis, Indianapolis, Indiana 46202-5143, United States.
Macy M DeckertDepartment of Chemistry & Chemical Biology, Indiana University-Purdue University Indianapolis, Indianapolis, Indiana 46202-5143, United States.
Maria Victoria CookeDepartment of Chemistry & Chemical Biology, Indiana University-Purdue University Indianapolis, Indianapolis, Indiana 46202-5143, United States.
Annika R BleekeDepartment of Chemistry & Chemical Biology, Indiana University-Purdue University Indianapolis, Indianapolis, Indiana 46202-5143, United States.
Sébastien LaulhéDepartment of Chemistry & Chemical Biology, Indiana University-Purdue University Indianapolis, Indianapolis, Indiana 46202-5143, United States.ORCID 0000-0003-4510-1916
Indiana University – Purdue University Indianapolis · US

Funding

Development of an Enzyme-Free Electrochemical Breathalyzer for the Diagnosis and Management of Diabetic KetoacidosisR21DE029156 · NIDCR · INDIANA UNIVERSITY INDIANAPOLIS · PI LAULHE, SEBASTIEN · 2019 to 2020
$486k
NIDCR NIH HHS R21 DE029156
6 · The paper itself

Abstract

We report the synthesis of aryl boronic esters and aryl phosphonate esters promoted by visible-light in the absence of transition-metals or photoredox catalysts. The transformation proceeds at room temperature using sodium hydride, as a non-nucleophilic base, and exhibits functional group tolerance for anilines, amides, and esters. UV-vis spectroscopy, radical trapping experiments, and computational (TD-DFT) calculations suggest an electron-donor-acceptor (EDA) complex between solvent anions and aryl halides as the species responsible for this reactivity.

Identifiers

PMID36007222
PMCPMC9652786
OpenAlexW4293079983

What OpenQuestion holds

Textmetadata
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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.