{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"submitter":["Griffiths EF"],"funding":["Royal Society of Chemistry","Caffyn Family Charitable Fund","Manchester Metropolitan University"],"pubmed_abstract":["Brønsted acids, such as phosphoric acids derived from chiral 1,1'-bi-2-naphthol (BINOL), are important catalysts in the formation of carbon-carbon and carbon-heteroatom bonds, for example. The catalytic activity of these Brønsted acids is strongly linked to their acidity, and as such, the evaluation of compounds to determine pK<sub>a</sub> values provides insight into their catalytic activity. Herein, a <sup>19</sup>F{<sup>1</sup>H} NMR methodology is detailed to determine the pK<sub>a</sub> of a fluorinated binaphthyl-derived phosphinic acid, rac-1, in acetonitrile and in the presence of a fluorinated sulfonamide reference compound (2-4). The approach was tested initially using 2 and 3, with the ΔpK<sub>a</sub> (0.08) in strong agreement with previously reported values (6.6 for 2 and 6.68"],"journal":["Magnetic resonance in chemistry : MRC"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC11608935"],"repository":["biostudies-literature"],"pubmed_title":["Determination of the pK&lt;sub&gt;a&lt;/sub&gt; Value of a Bronsted Acid by &lt;sup&gt;19&lt;/sup&gt;F NMR Spectroscopy."],"pmcid":["PMC11608935"],"funding_grant_id":["E21‐4481742304","E21-4481742304"],"pubmed_authors":["Macia B","Caffyn AJM","Langley SK","Mewis RE","Dixon JA","Griffiths EF","Caprio V"],"additional_accession":[]},"is_claimable":false,"name":"Determination of the pK&lt;sub&gt;a&lt;/sub&gt; Value of a Bronsted Acid by &lt;sup&gt;19&lt;/sup&gt;F NMR Spectroscopy.","description":"Brønsted acids, such as phosphoric acids derived from chiral 1,1'-bi-2-naphthol (BINOL), are important catalysts in the formation of carbon-carbon and carbon-heteroatom bonds, for example. The catalytic activity of these Brønsted acids is strongly linked to their acidity, and as such, the evaluation of compounds to determine pK<sub>a</sub> values provides insight into their catalytic activity. Herein, a <sup>19</sup>F{<sup>1</sup>H} NMR methodology is detailed to determine the pK<sub>a</sub> of a fluorinated binaphthyl-derived phosphinic acid, rac-1, in acetonitrile and in the presence of a fluorinated sulfonamide reference compound (2-4). The approach was tested initially using 2 and 3, with the ΔpK<sub>a</sub> (0.08) in strong agreement with previously reported values (6.6 for 2 and 6.68","dates":{"release":"2024-01-01T00:00:00Z","publication":"2024 Oct","modification":"2025-04-05T14:59:53.611Z","creation":"2025-04-05T14:59:53.611Z"},"accession":"S-EPMC11608935","cross_references":{"pubmed":["39415461"],"doi":["10.1002/mrc.5485"]}}