ArticleJournal of the American Chemical Society2018
Mechanistically Guided Design of Ligands That Significantly Improve the Efficiency of CuH-Catalyzed Hydroamination Reactions.
Article in Journal of the American Chemical Society, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 37 papers.
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Who cites it
37 citing papers in PubMed.
- Umpolung Character of Styrenes: Mechanism and Stereoselective Studies of α, β-Substituted Amino Acids Using Chiral Ir-Phosphine Complexes.Journal of computational chemistry · 2026Article
- Enantioselective Synthesis of a New Class of Stable and Functionalized Cyclopentadienes via CuH-Catalysis.Angewandte Chemie (International ed. in English) · 2026Article
- London Dispersion FavorsThe Journal of organic chemistry · 2026Review
- Kinetics and Mechanism of Enantioselective Cu-Catalyzed Alcohol Silylation.Journal of the American Chemical Society · 2025Article
- London Dispersion versus Intramolecular Hydrogen Bond in Bis-Pyridines: How Accurate Is DFT for Competing Noncovalent Interactions in the Condensed Phase?Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Taming m-Quionodimethanes by Dispersion Force: Cyclodimerization of (Trialkylsilyl)Ethynyl-Substituted Indeno[2,1-b]Fluorenes and Fluoreno[2,3-b]Fluorenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Selective Noncovalent Catalysis with Small Molecules.Chemical reviews · 2025Review
- From Reagent to Catalyst: Dispersion-Driven Design of a General Asymmetric Transfer Hydrogenation Catalyst.Journal of the American Chemical Society · 2025Article
- IPr*Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Article
- Mechanism Insight into Direct Amidation Catalyzed by Zr Salts: Evidence of Zr Oxo Clusters as Active Species.Inorganic chemistry · 2024Article
- Strain-Releasing Ring-Opening Diphosphinations for the Synthesis of Diphosphine Ligands with Cyclic Backbones.JACS Au · 2024Article
- Theoretical study on ligand conformational self-adaptation for modulating reactivity.Scientific reports · 2024Article
- Copper-Catalyzed Dearomative 1,2-Hydroamination.Angewandte Chemie (International ed. in English) · 2024Article
- Intramolecular London Dispersion Interactions in Single-Molecule Junctions.Journal of the American Chemical Society · 2024Article
- Direct electrophilic and radical isoperfluoropropylation with i-CCommunications chemistry · 2023Article
- Designed Iron Catalysts for Allylic C-H Functionalization of Propylene and Simple Olefins.Angewandte Chemie (International ed. in English) · 2023Article
- Article
- A theory-driven synthesis of symmetric and unsymmetric 1,2-bis(diphenylphosphino)ethane analogues via radical difunctionalization of ethylene.Nature communications · 2022Article
- Ir and NHC Dual Chiral Synergetic Catalysis: Mechanism and Stereoselectivity in γ-Butyrolactone Formation.Journal of the American Chemical Society · 2022Article
- An induced-fit model for asymmetric organocatalytic reactions: a case study of the activation of olefinsChemical science · 2022Article
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Authors and funding
6 authors.
Funding
Abstract
Using a mechanically guided ligand design approach, a new ligand (SEGFAST) for the CuH-catalyzed hydroamination reaction of unactivated terminal olefins has been developed, providing a 62-fold rate increase over reactions compared to DTBM-SEGPHOS, the previous optimal ligand. Combining the respective strengths of computational chemistry and experimental kinetic measurements, we were able to quickly identify potential modifications that lead to more effective ligands, thus avoiding synthesizing and testing a large library of ligands. By optimizing the combination of attractive, noncovalent ligand-substrate interactions and the stability of the catalyst under the reaction conditions, we were able to identify a finely tuned hybrid ligand that greatly enables accelerated hydrocupration rates with unactivated alkenes. Moreover, a modular and robust synthetic sequence was devised, which allowed for the practical, gram-scale synthesis of these novel hybrid ligand structures.
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