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Complex formation of fenchone with α-cyclodextrin: NMR titrations
Journal of Inclusion Phenomena and Macrocyclic Chemistry ( IF 1.7 ) Pub Date : 2013-08-10 , DOI: 10.1007/s10847-013-0356-4
Michał Nowakowski 1 , Andrzej Ejchart 2
Affiliation  

Abstract13C NMR titration studies of inclusion complexes of bicyclic terpenoid, fenchone enantiomers with α-cyclodextrin revealed their 1:2 guest–host stoichiometry. Sequential binding constants were determined indicating a strong binding cooperativity of two α-cyclodextrin to fenchone. The overall association constants were used to calculate the Gibbs free energies of diastereomeric complex formation, which might be used as a measure of chiral recognition of fenchone by α-cyclodextrin. These results were compared with corresponding data derived for camphor, which is an isomeric bicyclic terpenoid.

中文翻译:

茴香酮与α-环糊精的复合形成:核磁共振滴定

摘要双环萜类化合物、芴酮对映体与 α-环糊精的包合物的 13C NMR 滴定研究揭示了它们 1:2 的客体化学计量比。确定了连续结合常数,表明两种 α-环糊精与茴香酮具有很强的结合协同性。总缔合常数用于计算非对映体复合物形成的吉布斯自由能,其可用作α-环糊精对茴香酮的手性识别的量度。将这些结果与樟脑的相应数据进行比较,樟脑是一种异构的双环萜类化合物。
更新日期:2013-08-10
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