Evidence map›Paper›PMID 36524997›Full record

ArticleAngewandte Chemie (International ed. in English)2023

Structurally Diverse Bench-Stable Nickel(0) Pre-Catalysts: A Practical Toolkit for In Situ Ligation Protocols.

Van T Tran, Nana Kim, Camille Z Rubel, Xiangyu Wu, Taeho Kang, Tanner C Jankins, Zi-Qi Li, Matthew V Joannou, Sloan Ayers, Milan Gembicky and 8 more

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.

0numbers the graph read from it
0cells of the map it votes in
13citing 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

13 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Investigation of olefins as a cocatalyst for halonium catalysis.Chemical communications (Cambridge, England) · 2026
    Article
  5. Ni(DQ)Organometallics · 2026
    Article
  6. Cross-Electrophile Coupling ofJournal of the American Chemical Society · 2026
    Article
  7. Enantioselective Synthesis of (+)-Auriculatol A.Journal of the American Chemical Society · 2025
    Article
  8. Article
  9. A Bench-Stable Fluorophosphine Nickel(0) Complex and Its Catalytic Application.Angewandte Chemie (International ed. in English) · 2025
    Article
  10. Article
  11. Article
  12. Article
  13. Activation Mechanism of Nickel(0)Organometallics · 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

18 authors.

Van T TranDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.
Nana KimDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.ORCID http://orcid.org/0000-0001-6777-2193
Camille Z RubelDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.ORCID http://orcid.org/0000-0003-0861-6590
Xiangyu WuDepartment of Chemistry and Chemical Biology, Cornell University, 122 Baker Laboratory, Ithaca, NY 14853, USA.ORCID http://orcid.org/0000-0003-1169-1997
Taeho KangDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.
Tanner C JankinsDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.
Zi-Qi LiDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.
Matthew V JoannouChemical Process Development, Bristol Myers Squibb, 1 Squibb Drive, New Brunswick, NJ 08903, USA.ORCID http://orcid.org/0000-0002-0079-7107
Sloan AyersChemical Process Development, Bristol Myers Squibb, 1 Squibb Drive, New Brunswick, NJ 08903, USA.ORCID http://orcid.org/0000-0003-3562-1846
Milan GembickyDepartment of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, USA.ORCID http://orcid.org/0000-0002-3898-1612
Jake BaileyDepartment of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093, USA.ORCID http://orcid.org/0000-0002-4659-8189
Emily J SturgellDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.
Brittany B SanchezDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.
Jason S ChenDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.ORCID http://orcid.org/0000-0002-7341-5763
Song LinDepartment of Chemistry and Chemical Biology, Cornell University, 122 Baker Laboratory, Ithaca, NY 14853, USA.ORCID http://orcid.org/0000-0002-8880-6476
Martin D EastgateChemical Process Development, Bristol Myers Squibb, 1 Squibb Drive, New Brunswick, NJ 08903, USA.ORCID http://orcid.org/0000-0002-6487-3121
Steven R WisniewskiChemical Process Development, Bristol Myers Squibb, 1 Squibb Drive, New Brunswick, NJ 08903, USA.ORCID http://orcid.org/0000-0001-6035-4394
Keary M EngleDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.ORCID http://orcid.org/0000-0003-2767-6556

Funding

Electrochemistry as an enabling tool for reaction discoveryR01GM130928 · NIGMS · STANFORD UNIVERSITY · PI Song Lin · 2018 to 2026
$3.4M
Radical redox catalysis by Ti complexesR01GM134088 · NIGMS · STANFORD UNIVERSITY · PI Song Lin · 2020 to 2026
$2.4M
National Science Foundation 2102550NIGMS NIH HHS R01 GM130928NIGMS NIH HHS R01 GM134088NIGMS NIH HHS R01GM134088
6 · The paper itself

Abstract

A flurry of recent research has centered on harnessing the power of nickel catalysis in organic synthesis. These efforts have been bolstered by contemporaneous development of well-defined nickel (pre)catalysts with diverse structure and reactivity. In this report, we present ten different bench-stable, 18-electron, formally zero-valent nickel-olefin complexes that are competent pre-catalysts in various reactions. Our investigation includes preparations of novel, bench-stable Ni(COD)(L) complexes (COD=1,5-cyclooctadiene), in which L=quinone, cyclopentadienone, thiophene-S-oxide, and fulvene. Characterization by NMR, IR, single-crystal X-ray diffraction, cyclic voltammetry, thermogravimetric analysis, and natural bond orbital analysis sheds light on the structure, bonding, and properties of these complexes. Applications in an assortment of nickel-catalyzed reactions underscore the complementary nature of the different pre-catalysts within this toolkit.

Indexed as

Catalyst ToolkitCross-CouplingLigand DesignNickelPre-Catalyst

Identifiers

PMID36524997
PMCPMC9987410

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.