Evidence map›Paper›PMID 40066737›Full record

ArticleAngewandte Chemie (International ed. in English)2025

PPh

Sunita Mondal, Yihao Zhang, Prakash Duari, Kai-Stephan Feichtner, Arpan Das, Lili Zhao, Gernot Frenking, Viktoria H Gessner

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.

0numbers the graph read from it
0cells of the map it votes in
5citing 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

5 citing papers in PubMed.

  1. Isolable C-Phosphonio-Boratavinyl Anion.Angewandte Chemie (International ed. in English) · 2026
    Article
  2. Article
  3. Article
  4. Isolation of Anionic N-Heterocyclic Olefins and Their Versatile Reactivity.Angewandte Chemie (International ed. in English) · 2025
    Article
  5. PPhAngewandte Chemie (International ed. in English) · 2025
    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

8 authors.

Sunita MondalFaculty of Chemistry and Biochemistry, Ruhr-University Bochum, Universitätsstrasse 150, 44801, Bochum, Germany.
Yihao ZhangState Key Laboratory of Materials-Oriented Chemical Engineering, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing, 211816, China.
Prakash DuariFaculty of Chemistry and Biochemistry, Ruhr-University Bochum, Universitätsstrasse 150, 44801, Bochum, Germany.
Kai-Stephan FeichtnerFaculty of Chemistry and Biochemistry, Ruhr-University Bochum, Universitätsstrasse 150, 44801, Bochum, Germany.
Arpan DasFaculty of Chemistry and Biochemistry, Ruhr-University Bochum, Universitätsstrasse 150, 44801, Bochum, Germany.
Lili ZhaoState Key Laboratory of Materials-Oriented Chemical Engineering, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing, 211816, China.
Gernot FrenkingState Key Laboratory of Materials-Oriented Chemical Engineering, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing, 211816, China.
Viktoria H GessnerFaculty of Chemistry and Biochemistry, Ruhr-University Bochum, Universitätsstrasse 150, 44801, Bochum, Germany.

Funding

Deutsche Forschungsgemeinschaft EXC-2033European Union 101086951German Academic Exchange Service
6 · The paper itself

Abstract

Keteniminyl anions hold significant promise for advancing ketenimine chemistry, yet their isolation has remained elusive until now. Drawing inspiration from recent advances in ligand exchange reactions at carbon, we report the successful synthesis of a series of isolable alkali metal keteniminyl anions through substitution of the phosphine ligand in metalated ylides or the N₂ ligand in diazomethanides with isocyanides. The exchange reactions were found to proceed more rapidly with aryl isocyanides than with the more electron-rich alkyl-substituted derivatives and were also more efficient when starting from the diazo compounds. The resulting keteniminyl anions exhibit bent geometries, which can be attributed to a donor-acceptor interaction with the isocyanide, giving rise to a carbone-like structure. Electron-withdrawing substituents on the nitrogen enhance backbonding, thus leading to larger bending angles and a more pronounced ynamide character as also evidenced by a blue-shifted ketenimine stretch in the IR spectrum. The keteniminyl anions react efficiently with unsaturated compounds to form a diverse array of heterocycles, highlighting their potential as versatile building blocks in synthetic chemistry.

Indexed as

Bonding analysisLigand exchange reactionMetallated keteniminesSynthetic strategiesYlide chemistry

Identifiers

PMID40066737
PMCPMC12087817

What OpenQuestion holds

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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.