{"title":"The structural dependence of the inductive effect. Part I. The calculation of geminal substituent effects upon fluorine-19 chemical shifts","authors":"L. Phillips, V. Wray","doi":"10.1039/J29710002068","DOIUrl":null,"url":null,"abstract":"We present a simple method of calculating the effects of geminal substituents upon the differences in shielding between 19F nuclei bonded to sp3 carbon in a variety of compounds. A single experimental parameter is used, the Huggins electronegativity of α-substituents. The method rationalises some hitherto puzzling data, and makes it possible to calculate the chemical shifts (referred to CFCl3 as an arbitrary standard) of 19F nuclei in a variety of molecules containing the elements C, H, N, O, F, Cl, Br, and I; the calculated values (in the absence of long-range interactions) agree with experimental results to within the errors dictated by solvent effects and referencing procedures.","PeriodicalId":17268,"journal":{"name":"Journal of The Chemical Society B: Physical Organic","volume":"65 1","pages":"2068-2074"},"PeriodicalIF":0.0000,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"2","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of The Chemical Society B: Physical Organic","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/J29710002068","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 2
Abstract
We present a simple method of calculating the effects of geminal substituents upon the differences in shielding between 19F nuclei bonded to sp3 carbon in a variety of compounds. A single experimental parameter is used, the Huggins electronegativity of α-substituents. The method rationalises some hitherto puzzling data, and makes it possible to calculate the chemical shifts (referred to CFCl3 as an arbitrary standard) of 19F nuclei in a variety of molecules containing the elements C, H, N, O, F, Cl, Br, and I; the calculated values (in the absence of long-range interactions) agree with experimental results to within the errors dictated by solvent effects and referencing procedures.