CONFORMATIONAL-ANALYSIS OF SPIRANES .3. MANIFESTATION OF CHIRALITY IN THE NMR-SPECTRA OF SPIROBISDIOXANES AT LOW-TEMPERATURES

被引:14
作者
DODZIUK, H [1 ]
SITKOWSKI, J [1 ]
STEFANIAK, L [1 ]
MURSAKULOV, IG [1 ]
GASANOV, IG [1 ]
KURBANOVA, VA [1 ]
机构
[1] ACAD SCI AZERBAIDZAN SSR, INST CHLOROORGAN SYNTH, SUMGAIT 373204, AZERBAIJAN, USSR
关键词
D O I
10.1007/BF00672794
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Spiro[5.5]undecane, 1, and its oxa analogues, 2, exemplify ambiguities in the domain of chirality. Low temperature H-1 and C-13 NMR measurements of tetraoxaspiroundecanes 3-5 provide an unusual opportunity for detection of largely neglected effects of the chirality of the frozen conformations of these molecules. For the trispiro compound, 5, two dynamical processes are detected upon temperature lowering: cyclohexane and dioxane ring inversion. At low temperatures, it is possible to detect diastereoisomerism of 5 due to the existence of three elements of chirality in the molecule.
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页码:269 / 276
页数:8
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