Evidence map›Paper›PMID 35846835›Full record

ArticleChem catalysis2022

Thianthrenium-Enabled Sulfonylation via Electron Donor-Acceptor Complex Photoactivation.

Albert Granados, María Jesús Cabrera-Afonso, Marcos Escolano, Shorouk O Badir, Gary A Molander

Open access · hybridAbstract read
In one paragraph

Article in Chem catalysis, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.

0numbers the graph read from it
0cells of the map it votes in
15citing papers in PubMed
9.1field-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

15 citing papers in PubMed, 92 citations in OpenAlex.

  1. Article
  2. Multicomponent Photochemical Assembly of C(spACS organic & inorganic Au · 2026
    Article
  3. Article
  4. Alkoxysulfonium Salts Unlock Access to New Aryl Sulfonium Salts for Cross-Coupling.Angewandte Chemie (International ed. in English) · 2026
    Article
  5. Thianthrenium Salts in Photochemistry.Accounts of chemical research · 2026
    Article
  6. Article
  7. Review
  8. Article
  9. Review
  10. Article
  11. Difluoroalkylation of Anilines via Photoinduced Methods.The Journal of organic chemistry · 2023
    Article
  12. Article
  13. Sulfonium Salts as Acceptors in Electron Donor-Acceptor Complexes.Angewandte Chemie (International ed. in English) · 2023
    Review
  14. Review
  15. 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.

Albert GranadosRoy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, PA 19104-6323, United States.
María Jesús Cabrera-AfonsoRoy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, PA 19104-6323, United States.
Marcos EscolanoRoy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, PA 19104-6323, United States.
Shorouk O BadirRoy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, PA 19104-6323, United States.
Gary A MolanderRoy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, PA 19104-6323, United States.
University of Pennsylvania · US

Funding

Accessing New Chemical Space via Organic SynthesisR35GM131680 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI MOLANDER, GARY A · 2019 to 2022
$2.4M
Computational Methods for Selective CatalysisR01GM087605 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI KOZLOWSKI, MARISA C · 2010 to 2019
$2.4M
Targeting Nucleic Acid Junctions with Small MoleculesR01GM118510 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI CHENOWETH, DAVID MICHAEL · 2016 to 2020
$1.6M
NIGMS NIH HHS R01 GM087605NIGMS NIH HHS R01 GM118510NIGMS NIH HHS R35 GM131680
6 · The paper itself

Abstract

Sulfone-containing compounds are prevalent building blocks in pharmaceuticals and other biomolecules, and they serve as key intermediates in the synthesis of complex scaffolds. During the past decade, several methods have been developed to access sulfones. These strategies, however, require the use of strong reaction conditions, limiting their substrate scope. Recently, visible light-mediated transformations have emerged as novel platforms to access unprecedented structural motifs. This report demonstrates a thianthrenium-enabled sulfonylation via intra-complex charge transfer to generate transient aryl- and persistent sulfonyl radicals that undergo selective coupling to generate alkyl- and (hetero)aryl sulfones under ambient conditions. Importantly, this strategy allows retention of halide handles, presenting a complementary approach to transition metal-mediated photoredox couplings. Furthermore, this sulfonylation allows high functional group tolerance and is amenable to late-stage functionalization of complex biomolecules. Mechanistic investigations support the intermediacy of electron donor-acceptor (EDA) complexes.

Indexed as

alkyl/(hetero)aryl sulfinate saltsC-H activationElectron donor-acceptor complexlate-stage sulfonylationphotoredox catalysisthianthrenium salts

Identifiers

PMID35846835
PMCPMC9282721
OpenAlexW4225937792

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.