Evidence map›Paper›PMID 29064694›Full record

ArticleJournal of the American Chemical Society2017

Ligand-Substrate Dispersion Facilitates the Copper-Catalyzed Hydroamination of Unactivated Olefins.

Gang Lu, Richard Y Liu, Yang Yang, Cheng Fang, Daniel S Lambrecht, Stephen L Buchwald, Peng Liu

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 58 papers.

0numbers the graph read from it
0cells of the map it votes in
58citing 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

58 citing papers in PubMed.

  1. Article
  2. Article
  3. London Dispersion FavorsThe Journal of organic chemistry · 2026
    Review
  4. Stereodivergent Construction ofJournal of the American Chemical Society · 2026
    Article
  5. Article
  6. Article
  7. Article
  8. Article
  9. Article
  10. Article
  11. Review
  12. London Dispersion as a Design Element in Molecular Catalysis.Journal of the American Chemical Society · 2025
    Review
  13. Article
  14. Article
  15. Article
  16. Article
  17. The effect of tethered bi-naphthyls on visible-light promoted alkene-alkene [2 + 2] cycloadditions.Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology · 2024
    Article
  18. Article
  19. 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

7 authors.

Gang LuDepartment of Chemistry, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.ORCID 0000-0002-7319-4315
Richard Y LiuDepartment of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.
Yang YangDepartment of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.ORCID 0000-0002-4956-2034
Cheng FangDepartment of Chemistry, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.
Daniel S LambrechtDepartment of Chemistry, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.ORCID 0000-0001-5326-0234
Stephen L BuchwaldDepartment of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.ORCID 0000-0003-3875-4775
Peng LiuDepartment of Chemistry, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.ORCID 0000-0002-8188-632X

Funding

Metal-Catalyzed Methods for Organic SynthesisR35GM122483 · NIGMS · MASSACHUSETTS INSTITUTE OF TECHNOLOGY · PI STEPHEN L BUCHWALD · 2017 to 2026
$11.4M
LATE TRANSITION METAL CATALYSTS FOR ORGANIC SYNTHESISR01GM058160 · NIGMS · MASSACHUSETTS INSTITUTE OF TECHNOLOGY · PI BUCHWALD, STEPHEN L · 1998 to 2016
$9.0M
NIGMS NIH HHS R01 GM058160NIGMS NIH HHS R35 GM122483
6 · The paper itself

Abstract

The current understanding of ligand effects in transition metal catalysis is mostly based on the analysis of catalyst-substrate through-bond and through-space interactions, with the latter commonly considered to be repulsive in nature. The dispersion interaction between the ligand and the substrate, a ubiquitous type of attractive noncovalent interaction, is seldom accounted for in the context of transition-metal-catalyzed transformations. Herein we report a computational model to quantitatively analyze the effects of different types of catalyst-substrate interactions on reactivity. Using this model, we show that in the copper(I) hydride (CuH)-catalyzed hydroamination of unactivated olefins, the substantially enhanced reactivity of copper catalysts based on bulky bidentate phosphine ligands originates from the attractive ligand-substrate dispersion interaction. These computational findings are validated by kinetic studies across a range of hydroamination reactions using structurally diverse phosphine ligands, revealing the critical role of bulky P-aryl groups in facilitating this process.

Indexed as

AlkenesAminationCatalysisCopperKineticsLigandsAlkenesCopperLigands

Identifiers

PMID29064694
PMCPMC5798229

What OpenQuestion holds

Textmetadata
LicenceTDM
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.