دورية أكاديمية
Computational and NMR Spectroscopic Evidence for Stereochemistry-Dependent Conformations of 2,2,6,6-Tetramethylpiperidinyl-Masked 1,2-Diols
| العنوان: | Computational and NMR Spectroscopic Evidence for Stereochemistry-Dependent Conformations of 2,2,6,6-Tetramethylpiperidinyl-Masked 1,2-Diols |
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| المؤلفون: | Fought, Eliscia, Chatterjee, Shreyosree, Windus, Theresa Lynn, Chen, Jason |
| المصدر: | Chemistry Publications |
| بيانات النشر: | Iowa State University Digital Repository |
| سنة النشر: | 2015 |
| المجموعة: | Digital Repository @ Iowa State University |
| مصطلحات موضوعية: | Materials Chemistry, Other Chemistry, Physical Chemistry |
| الوصف: | 2,2,6,6-Tetramethylpiperidinyl-masked 1,2-diols exhibited stereochemistry-dependent hydroxyl proton chemical shifts: ca. 7 ppm for the syn diastereomer and ca. 2 ppm for the anti diastereomer. A computational search for low energy geometries revealed that the syn isomer favors a six-membered ring hydrogen bond to nitrogen and the anti isomer favors a five-membered ring hydrogen bond to oxygen. The computed low energy conformations were found to have a large difference in hydroxyl proton shielding that was reflected in the experimental chemical shift difference. This chemical shift difference was observed in a broad range of solvents, and thus may be useful as a stereochemical probe. The stereochemistry-dependent conformation and chemical shift signature appeared to be due to a syn pentane interaction between the gem-dimethyl groups on the 2,2,6,6-tetramethylpiperidinyl moiety. |
| نوع الوثيقة: | text |
| وصف الملف: | application/pdf |
| اللغة: | English |
| العلاقة: | https://lib.dr.iastate.edu/chem_pubs/892Test; https://lib.dr.iastate.edu/cgi/viewcontent.cgi?article=1895&context=chem_pubsTest |
| الإتاحة: | https://lib.dr.iastate.edu/chem_pubs/892Test https://lib.dr.iastate.edu/cgi/viewcontent.cgi?article=1895&context=chem_pubsTest |
| رقم الانضمام: | edsbas.124C5010 |
| قاعدة البيانات: | BASE |
| الوصف غير متاح. |