Staudinger Reaction atin-Bridgehead Positions of Phosphorus Macrobicyclic Compounds
| العنوان: | Staudinger Reaction atin-Bridgehead Positions of Phosphorus Macrobicyclic Compounds |
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| المؤلفون: | Wolf D. Habicher, Ingmar Bauer, Margit Gruner, Sigrid Goutal |
| المصدر: | Chemistry - A European Journal. 10:4011-4016 |
| بيانات النشر: | Wiley, 2004. |
| سنة النشر: | 2004 |
| مصطلحات موضوعية: | Models, Molecular, Atropisomer, Macrocyclic Compounds, Macromolecular Substances, Stereochemistry, Chemistry, Organic Chemistry, Molecular Conformation, General Chemistry, Carbon-13 NMR, Crystallography, X-Ray, Catalysis, Benzaldehyde, NMR spectra database, Crystallography, chemistry.chemical_compound, Organophosphorus Compounds, Yield (chemistry), Staudinger reaction, Azide, Cage |
| الوصف: | Reaction of in,in-phosphite 1 with thiophosphoryl azide 2 affords in,in-dithiophosphate 3, in,in-thiophosphate-imidophosphate 4, and in,inphosphite-imidophosphate 5. Compounds 4 and 5 are the first examples of the modification of in-bridgehead positions in macrobicyclic compounds with groups larger than methyl. The benzaldehyde arms of the in-substituent in 4 and 5 jut out of the cage bars. In 4 they are trapped between the macrocyclic arms to give the NMR spectra of a C s -symmetric solution-state structure. In contrast, in 5 the benzaldehyde arms can move between the gaps of the cage. This results in 1 H and 1 3 C NMR spectra which are consistent for a compound with C 3 v symmetry. In,out-diimidophosphate 7 is obtained in moderate yield by reaction of in,out-phosphite 6 with thiophosphoryl azide 2. Its in-benzaldehyde moieties are not fixed between the cage arms, but can freely move from one gap to the next as is indicated by NMR measurements. |
| تدمد: | 1521-3765 0947-6539 |
| الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::165fcc06eb3472fe091a6bcb4a7a90f8Test https://doi.org/10.1002/chem.200400204Test |
| حقوق: | CLOSED |
| رقم الانضمام: | edsair.doi.dedup.....165fcc06eb3472fe091a6bcb4a7a90f8 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15213765 09476539 |
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