Evidence map›Paper›PMID 35587725›Full record

ArticleChemSusChem2022

α-Amino Radical Halogen Atom Transfer Agents for Metallaphotoredox-Catalyzed Cross-Electrophile Couplings of Distinct Organic Halides.

Xianhai Tian, Jaspreet Kaur, Shahboz Yakubov, Joshua P Barham

Abstract read
In one paragraph

Article in ChemSusChem, 2022. 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. Article
  2. Review
  3. Article
  4. Article
  5. Article
  6. Article
  7. 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

4 authors.

Xianhai TianInstitute of Organic Chemistry, University of Regensburg, Universitätsstr. 31, 93053, Regensburg, Germany.
Jaspreet KaurInstitute of Organic Chemistry, University of Regensburg, Universitätsstr. 31, 93053, Regensburg, Germany.ORCID http://orcid.org/0000-0003-0151-5703
Shahboz YakubovInstitute of Organic Chemistry, University of Regensburg, Universitätsstr. 31, 93053, Regensburg, Germany.ORCID http://orcid.org/0000-0003-4040-7967
Joshua P BarhamInstitute of Organic Chemistry, University of Regensburg, Universitätsstr. 31, 93053, Regensburg, Germany.ORCID http://orcid.org/0000-0003-1675-9399

Funding

Alexander von Humboldt FoundationDaimler and Benz FoundationDFG TRR 325 'Assembly Controlled Chemical Photocatalysis 444632635Elitenetzwerk Bavaria
6 · The paper itself

Abstract

α-Amino radicals from simple tertiary amines were employed as halogen atom transfer (XAT) agents in metallaphotoredox catalysis for cross-electrophile couplings of organic bromides with organic iodides. This XAT strategy proved to be efficient for the generation of carbon radicals from a range of partners (alkyl, aryl, alkenyl, and alkynyl iodides). The reactivities of these radical intermediates were captured by nickel catalysis with organobromides including aryl, heteroaryl, alkenyl, and alkyl bromides, enabling six diverse C-C bond formations. Classic named reactions including Negishi, Suzuki, Heck, and Sonogashira reactions were readily achieved in a net-reductive fashion under mild conditions. More importantly, the cross coupling was viable with either organic bromide or iodide as limiting reactant based on the availability of substrates, which is beneficial to the late-stage functionalization of complex molecules. The scalability of this method in batch and flow was investigated, further demonstrating its applicability.

Indexed as

BromidesHalogensCatalysisIodidesMolecular StructureBromidesHalogensIodidescross couplinghalogen atom transferlate-stage functionalizationnickel catalysisphotocatalysis

Identifiers

PMID35587725
PMCPMC9541218

What OpenQuestion holds

Textmetadata
LicenceCC BY
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.