Evidence map›Paper›PMID 34727582›Full record

ArticleAngewandte Chemie (International ed. in English)2022

The Aryne Phosphate Reaction.

Thomas M Haas, Stefan Wiesler, Tobias Dürr-Mayer, Alexander Ripp, Paraskevi Fouka, Danye Qiu, Henning J Jessen

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing 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

6 citing papers in PubMed.

  1. Article
  2. Article
  3. Synthesis and crystal structures of borylActa crystallographica. Section E, Crystallographic communications · 2024
    Article
  4. Stabilized Molecular Diphosphorus Pentoxide, PJournal of the American Chemical Society · 2023
    Article
  5. Article
  6. The Aryne Phosphate Reaction.Angewandte Chemie (International ed. in English) · 2022
    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

7 authors.

Thomas M HaasInstitute of Organic Chemistry, Albert-Ludwigs University Freiburg, Albertstraße 21, 79102, Freiburg im Breisgau, Germany.
Stefan WieslerInstitute of Organic Chemistry, Albert-Ludwigs University Freiburg, Albertstraße 21, 79102, Freiburg im Breisgau, Germany.
Tobias Dürr-MayerInstitute of Organic Chemistry, Albert-Ludwigs University Freiburg, Albertstraße 21, 79102, Freiburg im Breisgau, Germany.
Alexander RippInstitute of Organic Chemistry, Albert-Ludwigs University Freiburg, Albertstraße 21, 79102, Freiburg im Breisgau, Germany.
Paraskevi FoukaInstitute of Organic Chemistry, Albert-Ludwigs University Freiburg, Albertstraße 21, 79102, Freiburg im Breisgau, Germany.
Danye QiuInstitute of Organic Chemistry, Albert-Ludwigs University Freiburg, Albertstraße 21, 79102, Freiburg im Breisgau, Germany.
Henning J JessenInstitute of Organic Chemistry, Albert-Ludwigs University Freiburg, Albertstraße 21, 79102, Freiburg im Breisgau, Germany.ORCID 0000-0002-1025-9484

Funding

Deutsche Forschungsgemeinschaft EXC-2193/1-390951807H2020 European Research Council 864246
6 · The paper itself

Abstract

Condensed phosphates are a critically important class of molecules in biochemistry. Non-natural analogues are important for various applications, such as single-molecule real-time DNA sequencing. Often, such analogues contain more than three phosphate units in their oligophosphate chain. Consequently, investigations into phosphate reactivity enabling new ways of phosphate functionalization and oligophosphorylation are essential. Here, we scrutinize the potential of phosphates to act as arynophiles, paving the way for follow-up oligophosphorylation reactions. The aryne phosphate reaction is a powerful tool to-depending on the perspective-(oligo)phosphorylate arenes or arylate (oligo-cyclo)phosphates. Based on Kobayashi-type o-silylaryltriflates, the aryne phosphate reaction enables rapid entry into a broad spectrum of arylated products, like monophosphates, diphosphates, phosphodiesters and polyphosphates. The synthetic potential of these new transformations is demonstrated by efficient syntheses of nucleotide analogues and an unprecedented one-flask octaphosphorylation.

Indexed as

aryne chemistrymetaphosphatesoligophosphorylationphosphorylationpolyphosphates

Identifiers

PMID34727582
PMCPMC9299019

What OpenQuestion holds

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Registered trials

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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.