Evidence map›Paper›PMID 27126041›Full record

ArticleScience (New York, N.Y.)2016

Kinetically controlled E-selective catalytic olefin metathesis.

Thach T Nguyen, Ming Joo Koh, Xiao Shen, Filippo Romiti, Richard R Schrock, Amir H Hoveyda

Open access · greenAbstract read
In one paragraph

Article in Science (New York, N.Y.), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 32 papers.

0numbers the graph read from it
0cells of the map it votes in
32citing papers in PubMed
16.4field-weighted citation impact, top 1% 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

32 citing papers in PubMed, 134 citations in OpenAlex.

  1. Article
  2. Review
  3. Review
  4. Aromatic Amide Foldamers Show Conformation-Dependent Electronic Properties.Chemphyschem : a European journal of chemical physics and physical chemistry · 2025
    Article
  5. Stereoselective Copper-Catalyzed Olefination of Imines.Angewandte Chemie (International ed. in English) · 2024
    Article
  6. Practical Synthesis of Terminal Vinyl Fluorides.The Journal of organic chemistry · 2023
    Article
  7. Journal of the American Chemical Society · 2023
    Article
  8. Article
  9. Article
  10. Article
  11. The Ascent of Alkyne Metathesis to Strategy-Level Status.Journal of the American Chemical Society · 2021
    Article
  12. Article
  13. Article
  14. Review
  15. Cobalt-CatalyzedACS omega · 2020
    Article
  16. Article
  17. Article
  18. Article
  19. Traceless Protection for More Broadly Applicable Olefin Metathesis.Angewandte Chemie (International ed. in English) · 2019
    Article
  20. 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

6 authors at 2 institutions in 1 country.

Thach T NguyenDepartment of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, MA 02467, USA.
Ming Joo KohDepartment of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, MA 02467, USA.
Xiao ShenDepartment of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, MA 02467, USA.
Filippo RomitiDepartment of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, MA 02467, USA.
Richard R SchrockDepartment of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.
Amir H HoveydaDepartment of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, MA 02467, USA. amir.hoveyda@bc.edu.
Boston College · USMassachusetts Institute of Technology · US

Funding

Catalytic Stereoselective Olefin Metathesis ReactionsR01GM059426 · NIGMS · MASSACHUSETTS INSTITUTE OF TECHNOLOGY · PI HOVEYDA, AMIR H, SCHROCK, RICHARD R · 2000 to 2019
$10.0M
NIGMS NIH HHS GM-59426NIGMS NIH HHS R01 GM059426
6 · The paper itself

Abstract

A major shortcoming in olefin metathesis, a chemical process that is central to research in several branches of chemistry, is the lack of efficient methods that kinetically favor E isomers in the product distribution. Here we show that kinetically E-selective cross-metathesis reactions may be designed to generate thermodynamically disfavored alkenyl chlorides and fluorides in high yield and with exceptional stereoselectivity. With 1.0 to 5.0 mole % of a molybdenum-based catalyst, which may be delivered in the form of air- and moisture-stable paraffin pellets, reactions typically proceed to completion within 4 hours at ambient temperature. Many isomerically pure E-alkenyl chlorides, applicable to catalytic cross-coupling transformations and found in biologically active entities, thus become easily and directly accessible. Similarly, E-alkenyl fluorides can be synthesized from simpler compounds or more complex molecules.

Identifiers

PMID27126041
PMCPMC5748243
OpenAlexW2344627619

What OpenQuestion holds

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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.