Evidence map›Paper›PMID 35880945›Full record

ArticleChemistry (Weinheim an der Bergstrasse, Germany)2022

Two Paths to Oxidative C-H Amination Under Basic Conditions: A Theoretical Case Study Reveals Hidden Opportunities Provided by Electron Upconversion.

Paul Eckhardt, Quintin Elliot, Igor V Alabugin, Till Opatz

Open access · bronzeAbstract read
In one paragraph

Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing papers in PubMed
1.2field-weighted citation impact, top 24% 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

2 citing papers in PubMed, 12 citations in OpenAlex.

  1. Article
  2. 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 at 2 institutions in 2 countries.

Paul EckhardtDepartment of Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128, Mainz, Germany.
Quintin ElliotDepartment of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306, USA.
Igor V AlabuginDepartment of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306, USA.ORCID http://orcid.org/0000-0001-9289-3819
Till OpatzDepartment of Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128, Mainz, Germany.ORCID http://orcid.org/0000-0002-3266-4050
Florida State University · USJohannes Gutenberg University Mainz · DE

Funding

Alliance for High Performance Computing in Rhineland PalatinateNational Science Foundation CHE-2102579
6 · The paper itself

Abstract

Traditionally, cross-dehydrogenative coupling (CDC) leads to C-N bond formation under basic and oxidative conditions and is proposed to proceed via a two-electron bond formation mediated by carbenium ions. However, the formation of such high-energy intermediates is only possible in the presence of strong oxidants, which may lead to undesired side reactions and poor functional group tolerance. In this work we explore if oxidation under basic conditions allows the formation of three-electron bonds (resulting in "upconverted" highly-reducing radical-anions). The benefit of this "upconversion" process is in the ability to use milder oxidants (e. g., O

Indexed as

C−N bond formationcyclizationMarcus inverted regionradical aniontwo-center three-electron bond

Identifiers

PMID35880945
PMCPMC9804812
OpenAlexW4288036471

What OpenQuestion holds

Textmetadata
LicenceCC BY-NC-ND
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.