ArticleOrganometallics2018
Phosphino-Triazole Ligands for Palladium-Catalyzed Cross-Coupling.
Article in Organometallics, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Analyzing the Solvent Effects in Palladium/The journal of physical chemistry. B · 2026Article
- Diphosphine Bioconjugates via Pt(0)-Catalyzed Hydrophosphination. A Versatile Chelator Platform for Technetium-99m and Rhenium-188 Radiolabeling of Biomolecules.Inorganic chemistry · 2023Article
- Challenging cross couplings, in water, aided byChemical science · 2023Article
- Preparation of Acidic 5-Hydroxy-1,2,3-triazoles via the Cycloaddition of Aryl Azides with β-Ketoesters.The Journal of organic chemistry · 2021Article
- Evaluation of P-bridged biaryl phosphine ligands in palladium-catalysed Suzuki-Miyaura cross-coupling reactions.RSC advances · 2021Article
- New Members of theMolecules (Basel, Switzerland) · 2021Article
- Ligand Steric Effects of α-Diimine Nickel(II) and Palladium(II) Complexes in the Suzuki-Miyaura Cross-Coupling Reaction.ACS omega · 2020Article
- Balancing Bulkiness in Gold(I) Phosphino-triazole Catalysis.European journal of organic chemistry · 2019Article
- Derivatisation of parthenolide to address chemoresistant chronic lymphocytic leukaemia.MedChemComm · 2019Article
- Phosphino-Triazole Ligands for Palladium-Catalyzed Cross-Coupling.Organometallics · 2018Article
Corrections and comments
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Authors and funding
6 authors.
Funding
Abstract
Twelve 1,5-disubtituted and fourteen 5-substituted 1,2,3-triazole derivatives bearing diaryl or dialkyl phosphines at the 5-position were synthesized and used as ligands for palladium-catalyzed Suzuki-Miyaura cross-coupling reactions. Bulky substrates were tested, and lead-like product formation was demonstrated. The online tool SambVca2.0 was used to assess steric parameters of ligands and preliminary buried volume determination using XRD-obtained data in a small number of cases proved to be informative. Two modeling approaches were compared for the determination of the buried volume of ligands where XRD data was not available. An approach with imposed steric restrictions was found to be superior in leading to buried volume determinations that closely correlate with observed reaction conversions. The online tool LLAMA was used to determine lead-likeness of potential Suzuki-Miyaura cross-coupling products, from which 10 of the most lead-like were successfully synthesized. Thus, confirming these readily accessible triazole-containing phosphines as highly suitable ligands for reaction screening and optimization in drug discovery campaigns.
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Registered trials
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