ArticleACS catalysis2017
Uncovering Subtle Ligand Effects of Phosphines Using Gold(I) Catalysis.
Article in ACS catalysis, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
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Who cites it
20 citing papers in PubMed.
- TheBeilstein journal of organic chemistry · 2026Article
- Bifunctional Chiral ImPy-Carbene Ligands. H-Bonding Controlled Reactivity and Enantioselectivity in Au(I)-Catalysis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Functional utility of gold complexes with phosphorus donor ligands in biological systems.Coordination chemistry reviews · 2025Article
- Regioselective access to polycyclic N-heterocycles via homogeneous copper-catalyzed cascade cyclization of allenynes.Communications chemistry · 2023Article
- Serendipitous synthesis of cross-conjugated dienes by cascade deconstructive esterification of thiomorpholinone-tethered alkenoic acids.RSC advances · 2023Article
- Crystal structure of chlorido-[diphen-yl(thio-phen-2-yl)phosphine-κActa crystallographica. Section E, Crystallographic communications · 2022Article
- Boosting Gold(I) Catalysis via Weak Interactions: New Fine-Tunable Impy Ligands.ACS organic & inorganic Au · 2022Article
- Sterically Crowded Tris(2-(trimethylsilyl)phenyl)phosphine - Is it Still a Ligand?Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Simultaneous construction of axial and planar chirality by gold/TY-Phos-catalyzed asymmetric hydroarylation.Nature communications · 2021Article
- Gold-Catalyzed Synthesis of Small Rings.Chemical reviews · 2021Article
- Gold(I)-catalyzed intramolecular cyclization/intermolecular cycloaddition cascade as a fast track to polycarbocycles and mechanistic insights.Nature communications · 2021Article
- Ruthenium-catalyzed formal spChemical science · 2021Article
- Skeletal diversity in Pt- and Au-catalyzed annulations of allenedienes: dissecting unconventional mechanistic pathways.Chemical science · 2020Article
- What Does the Machine Learn? Knowledge Representations of Chemical Reactivity.Journal of chemical information and modeling · 2020Article
- Balancing Bulkiness in Gold(I) Phosphino-triazole Catalysis.European journal of organic chemistry · 2019Article
- A Physical Organic Approach to Tuning Reagents for Selective and Stable Methionine Bioconjugation.Journal of the American Chemical Society · 2019Article
- Allenes and Derivatives in Gold(I)- and Platinum(II)-Catalyzed Formal Cycloadditions.Accounts of chemical research · 2019Article
- Phosphino-Triazole Ligands for Palladium-Catalyzed Cross-Coupling.Organometallics · 2018Article
- Quantitative Modeling of Bis(pyridine)silver(I) Permanganate Oxidation of Hydantoin Derivatives: Guidelines for Predicting the Site of Oxidation in Complex Substrates.Journal of the American Chemical Society · 2017Article
- Parameterization of Acyclic Diaminocarbene Ligands Applied to a Gold(I)-Catalyzed Enantioselective Tandem Rearrangement/Cyclization.Journal of the American Chemical Society · 2017Article
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Authors and funding
4 authors.
Funding
Abstract
Herein, we report the integration of simple linear regressions with gold(I) catalysis to interrogate the influence of phosphine structure on metal-catalyzed organic transformations. We demonstrate that observed product ratios in [4 + 3]/[4 + 2] cycloisomerization processes are influenced by both steric and electronic properties of the phosphine, which can be represented by the Au-Cl distance. In contrast, the observed selectivity of a similar [2 + 3]/[2 + 2] cycloisomerization is governed by L/B1, a steric parameter. Using this correlation, we were able to accurately predict the selectivity of a previously untested, Buchwald-type ligand to enhance selectivity for the same transformation. This ligand found further utility in increasing the selectivity of a previously reported gold-catalyzed cycloisomerization/arylation of 1,6-enynes by ~1 kcal/mol.
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Registered trials
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.