Evidence map›Paper›PMID 31857886›Full record

ArticleChemical science2019

Solid-state Suzuki-Miyaura cross-coupling reactions: olefin-accelerated C-C coupling using mechanochemistry.

Tamae Seo, Tatsuo Ishiyama, Koji Kubota, Hajime Ito

Abstract read
In one paragraph

Article in Chemical science, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 31 papers.

0numbers the graph read from it
0cells of the map it votes in
31citing 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

31 citing papers in PubMed.

  1. Article
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  15. Allylation ofAngewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2024
    Article
  16. Article
  17. Mechanochemical Synthesis of PdOMolecules (Basel, Switzerland) · 2023
    Article
  18. Article
  19. Article
  20. 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

4 authors.

Tamae SeoDivision of Applied Chemistry and Frontier Chemistry Center , Faculty of Engineering , Hokkaido University , Sapporo , Hokkaido , Japan . Email: hajito@eng.hokudai.ac.jp ; Email: kbt@eng.hokudai.ac.jp.
Tatsuo IshiyamaDivision of Applied Chemistry and Frontier Chemistry Center , Faculty of Engineering , Hokkaido University , Sapporo , Hokkaido , Japan . Email: hajito@eng.hokudai.ac.jp ; Email: kbt@eng.hokudai.ac.jp.
Koji KubotaDivision of Applied Chemistry and Frontier Chemistry Center , Faculty of Engineering , Hokkaido University , Sapporo , Hokkaido , Japan . Email: hajito@eng.hokudai.ac.jp ; Email: kbt@eng.hokudai.ac.jp.ORCID 0000-0003-1522-291X
Hajime ItoDivision of Applied Chemistry and Frontier Chemistry Center , Faculty of Engineering , Hokkaido University , Sapporo , Hokkaido , Japan . Email: hajito@eng.hokudai.ac.jp ; Email: kbt@eng.hokudai.ac.jp.ORCID 0000-0003-3852-6721

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The Suzuki-Miyaura cross-coupling reaction is one of the most reliable methods for the construction of carbon-carbon bonds in solution. However, examples for the corresponding solid-state cross-coupling reactions remain scarce. Herein, we report the first broadly applicable mechanochemical protocol for a solid-state palladium-catalyzed organoboron cross-coupling reaction using an olefin additive. Compared to previous studies, the newly developed protocol shows a substantially broadened substrate scope. Our mechanistic data suggest that olefin additives might act as dispersants for the palladium-based catalyst to suppress higher aggregation of the nanoparticles, and also as stabilizer for the active monomeric Pd(0) species, thus facilitating these challenging solid-state C-C bond forming cross-coupling reactions.

Identifiers

PMID31857886
PMCPMC6836942

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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.