{"title":"Reaction of 4,5-dimethyl-2-(perfluoroindan-5-yl)-1H-imidazol-1-ol with aliphatic alcohols","authors":"V. I. Krasnov, A. S. Vinogradov, I. A. Os’kina","doi":"10.1007/s11172-025-4536-3","DOIUrl":null,"url":null,"abstract":"<div><p>The reaction of 4,5-dimethyl-2-(perfluoroindan-5-yl)-1<i>H</i>-imidazol-1-ol with aliphatic alcohols produced 6-alkoxy-substituted 2-(perfluoroindan-5-yl)-1<i>H</i>-imidazol-1-ols. The structures of the obtained compounds were confirmed by <sup>1</sup>H, <sup>19</sup>F, <sup>13</sup>C, and <sup>15</sup>N NMR spectroscopy. NMR studies showed that 4,5-dialkyl-2-(6-alkoxy-1,1,2,2,3,3,4,7-octafluoroindan-5-yl)-1<i>H</i>-imidazol-1-ols demonstrated a shift in tautomeric equilibrium from the <i>N</i>-hydroxy tautomer in DMSO-d<sub>6</sub> solution toward an increase in the <i>N</i>-oxide form fraction in CD<sub>3</sub>OD solution.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 2","pages":"442 - 450"},"PeriodicalIF":1.7000,"publicationDate":"2025-03-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Chemical Bulletin","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s11172-025-4536-3","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
The reaction of 4,5-dimethyl-2-(perfluoroindan-5-yl)-1H-imidazol-1-ol with aliphatic alcohols produced 6-alkoxy-substituted 2-(perfluoroindan-5-yl)-1H-imidazol-1-ols. The structures of the obtained compounds were confirmed by 1H, 19F, 13C, and 15N NMR spectroscopy. NMR studies showed that 4,5-dialkyl-2-(6-alkoxy-1,1,2,2,3,3,4,7-octafluoroindan-5-yl)-1H-imidazol-1-ols demonstrated a shift in tautomeric equilibrium from the N-hydroxy tautomer in DMSO-d6 solution toward an increase in the N-oxide form fraction in CD3OD solution.
期刊介绍:
Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections:
General and Inorganic Chemistry;
Physical Chemistry;
Organic Chemistry;
Organometallic Chemistry;
Chemistry of Natural Compounds and Bioorganic Chemistry.