Synthesis and Isolation of Homeomorphous Isomers of P-Containing Cryptands
العنوان: | Synthesis and Isolation of Homeomorphous Isomers of P-Containing Cryptands |
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المؤلفون: | Otto Rademacher, Margit Gruner, Ingmar Bauer, Wolf D. Habicher |
المصدر: | Scopus-Elsevier |
بيانات النشر: | Wiley, 2000. |
سنة النشر: | 2000 |
مصطلحات موضوعية: | Bisphenol, Chemical shift, Organic Chemistry, Cryptand, Diastereomer, General Chemistry, Nuclear magnetic resonance spectroscopy, Catalysis, NMR spectra database, chemistry.chemical_compound, chemistry, Cumene hydroperoxide, Polymer chemistry, Molecule, Organic chemistry |
الوصف: | The novel isomeric phosphite cryptands 2, 3, and 4 could be synthesized by a simple one-pot tripod capping method starting from bisphenol 1 and PCl3. The assembling of five components led to the formation of a macrobicyclic structure, which probably requires an appropriate preorganization of the reactants. In contrast to the NMR spectra of 2, 3, and 4 in solution, the X-ray structures of 2 and 3 reveal that these molecules have no C3 symmetry in the solid state. In the 31P NMR spectra, both in- and out-P atoms have remarkably different chemical shifts due to a distorted geometry around the in-phosphorus. Phosphorus atoms in the inposition have a decreased reactivity. They are, therefore, more slowly oxidized by cumene hydroperoxide than out-P atoms. A stepwise synthesis was developed for phosphite/phosphatecryptands (5, 7, 9, and 15) via the monoprotected bisphenol 11 and the phosphate 14. In addition, the cylindrical macrotricycle 16 was isolated as a mixture of diastereomers from the crude product of this reaction. |
تدمد: | 1521-3765 0947-6539 |
الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6a3a087268de29bbbf3a249298f4fb63Test https://doi.org/10.1002/1521-3765Test(20000818)6:16<3043::aid-chem3043>3.0.co;2-8 |
حقوق: | CLOSED |
رقم الانضمام: | edsair.doi.dedup.....6a3a087268de29bbbf3a249298f4fb63 |
قاعدة البيانات: | OpenAIRE |
تدمد: | 15213765 09476539 |
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