Inherent chirality through a simple dialkylation of 2,14-dithiacalix[4]arene

Kortus D.; Kundrat O.; Tlusty M.; Cejka J.; Dvorakova H.; Lhotak P.

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Inherent chirality through a simple dialkylation of 2,14-dithiacalix[4]arene

机译：通过简单的二烷基化2,14-dithiacix [4]芳烃的固有的手性

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The dialkylation of 2,14-dithiacalix[4]arene was studied employing various synthetic procedures known for the parent macrocycles (thiacalixarenes and/or classical calixarenes). The best results for distal dialkylation were achieved using the Mitsunobu reaction with the corresponding alcohols. Interestingly, due to the lower symmetry of the starting compound, the dialkylated derivatives represent inherently chiral systems. The introduction of chiral substituents thus leads to mixtures of diastereomers potentially useful for the separation of individual stereoisomers as demonstrated by chiral HPLC. The conformational behavior of the novel compounds was studied both in solution (NMR) and in the solid state (X-ray).

机译：研究了2,14-DITHIACIX [4]芳烃的二烷基化，采用母体宏γ（硫甲烷烃和/或古典钙螯合）已知的各种合成方法。使用与相应醇的Mitsunobu反应实现远端二烷基化的最佳结果。有趣的是，由于起始化合物对称性较低，脱烷基化衍生物代表固有的手性系统。因此引入手性取代基导致潜在可用于分离单个立体异构体的非对映异构体的混合物，如手性HPLC所示。在溶液（NMR）和固态（X射线）中研究了新化合物的构象行为。

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《New Journal of Chemistry》 |2020年第34期|共9页
作者
Kortus D.; Kundrat O.; Tlusty M.; Cejka J.; Dvorakova H.; Lhotak P.;
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Univ Chem &

Technol Prague UCTP Dept Organ Chem Tech 5 Prague 16628 6 Czech Republic;

Univ Chem &

Technol Prague UCTP Dept Organ Chem Tech 5 Prague 16628 6 Czech Republic;

Univ Chem &

Technol Prague UCTP Dept Organ Chem Tech 5 Prague 16628 6 Czech Republic;

UCTP Dept Solid State Chem Tech 5 Prague 16628 6 Czech Republic;

UCTP Lab NMR Spect Tech 5 Prague 16628 6 Czech Republic;

Univ Chem &

Technol Prague UCTP Dept Organ Chem Tech 5 Prague 16628 6 Czech Republic;

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正文语种 eng
中图分类化学;
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1. Inherent chirality through a simple dialkylation of 2,14-dithiacalix[4]arene [J] . Kortus D., Kundrat O., Tlusty M., New Journal of Chemistry . 2020,第34期

机译：通过简单的二烷基化2,14-dithiacix [4]芳烃的固有的手性
2. Synthesis of a linearly linked triscalixarene consisting of calix[4]arene units with combined axial chirality and inherent chirality [J] . Hui Ma, Wen-Zhen Zhang, Jun Luo, Journal of Inclusion Phenomena and Macrocyclic Chemistry . 2017,第1a2期

机译：用Colix [4]芳烃单位组成线性连接的三角甲烯，具有组合轴向手平性和固有的手性
3. An Inherent Chiral Calix4arene Bearing Chiral Groups without Forming Sub-ring [J] . Xian Xian LIU, Yan Song ZHENG, Wan Ling MO 中国化学快报（英文版） . 2006,第009期

机译：没有形成子环的固有手性杯4芳烃带有手性基团
4. Kinetic Resolution of Axially Chiral 1-Arylnaphthalenes throughthe Arene Hydrogenation with Chiral Ruthenium Catalyst [C] . Sungyong Won, Yushu Jin, Ryoichi Kuwano 日本化学会春季年会 . 2020

机译：通过用手性钌催化剂芳烃氢化轴向手性1-芳基萘的动力学分辨率
5. Synthesis, characterization, and application of water-soluble chiral calix[4]arene derivatives in spectroscopy and capillary electrokinetic chromatography. [D] . Hamilton, Kimberly Yvette. 2003

机译：水溶性手性杯[4]芳烃衍生物的合成，表征及在光谱学和毛细管电动色谱中的应用。
6. Solvent-Driven Chirality Switching of a Pillar4arene1quinone Having a Chiral Amine-Substituted Quinone Subunit [O] . Chunhong Liu, Zhipeng Yu, Jiabin Yao, 2021

机译：柱子的溶剂驱动的手性切换柱4 arene 1醌具有手性胺取代的醌亚基
7. Chemistry of 2,14-Dithiacalix4arene: Alkylation and Conformational Behavior of Peralkylated Products [O] . -1

机译：2,14-dithiaCix的化学4芳烃：乳烯化产物的烷基化和构象行为

Inherent chirality through a simple dialkylation of 2,14-dithiacalix[4]arene

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