ArticleACS catalysis2022
On the Role of Noncovalent Ligand-Substrate Interactions in Au(I) Catalysis: An Experimental and Computational Study of Protodeauration.
Article in ACS catalysis, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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3 citing papers in PubMed, 14 citations in OpenAlex.
- Computational Library Enables Pattern Recognition of Noncovalent Interactions and Application as a Modern Linear Free Energy Relationship.The Journal of organic chemistry · 2024Article
- Advances in gold catalyzed synthesis of quinoid heteroaryls.RSC advances · 2024Review
- Synthesis of Alkenylgold(I) Complexes Relevant to Catalytic Carboxylative Cyclization of Unsaturated Amines and Alcohols.Molecules (Basel, Switzerland) · 2024Article
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Authors and funding
6 authors at 2 institutions in 2 countries.
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No grant is acknowledged in the PubMed record.
Abstract
A systematic study of protodeauration, a crucial step often found in gold catalysis, was performed using isolated vinyl gold(I) complexes. By varying substituents on gold complexes, we explore how their properties influence protodeauration. Phenols were employed as the proton source, and their substituents were also varied, providing insight through variation of their acidity. A linear Hammett correlation is identified for the series of substituted vinyl gold(I) complexes, while a nonlinear trend is found for the series of substituted phenols. Computationally, we reproduce our experimental observations and identify significant noncovalent interactions (NCIs) between the proton donor and vinyl gold(I) complexes. This finding is of particular importance for gold-catalyzed reactions as they often employ linear two-coordinate complexes where the site of the reaction is spatially remote from the ligand bound to gold. The NCIs between substrates and intermediates lead to a significant acceleration of the protodeauration step in this work, opening the door to alternative strategies in the field of gold catalysis.
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Registered trials
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