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Critical Role of Achiral Guest Molecules in Planar Chirality Inversion of Alanine-Appended Pillar[5]arenes
Organic Letters ( IF 4.9 ) Pub Date : 2019-02-07 00:00:00 , DOI: 10.1021/acs.orglett.9b00277 Jaehyeon Park 1 , Yeonweon Choi 2 , Shim Sung Lee 1 , Jong Hwa Jung 1
Organic Letters ( IF 4.9 ) Pub Date : 2019-02-07 00:00:00 , DOI: 10.1021/acs.orglett.9b00277 Jaehyeon Park 1 , Yeonweon Choi 2 , Shim Sung Lee 1 , Jong Hwa Jung 1
Affiliation
Planar chirality inversion of pillar[5]arenes bearing d- or l-alanine substituents on both rims was investigated upon addition of guest molecules having pyridinium or imidazole moieties and long alkyl chains. The d- and l-alanine-substituted pillar[5]arenes exhibited pS and pR planar chirality, respectively. However, this planar chirality was inverted upon inclusion of certain achiral molecules, comprising pyridinium or imidazole moieties and long alkyl chains with terminal hydroxyl or methyl groups.
中文翻译:
非手性客体分子在丙氨酸附加柱的平面手性反转中的关键作用[5]
通过添加具有吡啶鎓或咪唑部分和长烷基链的客体分子,研究了在两个边缘上带有d-或l-丙氨酸取代基的柱[5]芳烃的平面手性反转。的d -和升丙氨酸取代的柱[5]芳烃表现出PS和的pR分别平面手性,。然而,当包含某些非手性分子时,该平面手性被反转,该非手性分子包括吡啶鎓或咪唑部分以及带有末端羟基或甲基的长烷基链。
更新日期:2019-02-07
中文翻译:
非手性客体分子在丙氨酸附加柱的平面手性反转中的关键作用[5]
通过添加具有吡啶鎓或咪唑部分和长烷基链的客体分子,研究了在两个边缘上带有d-或l-丙氨酸取代基的柱[5]芳烃的平面手性反转。的d -和升丙氨酸取代的柱[5]芳烃表现出PS和的pR分别平面手性,。然而,当包含某些非手性分子时,该平面手性被反转,该非手性分子包括吡啶鎓或咪唑部分以及带有末端羟基或甲基的长烷基链。