从双-丙炔化钙[4]烯和双-叠氮甲基化偶氮苯或二苯乙烯构建三唑大环

IF 0.6 Q4 CHEMISTRY, ORGANIC

Molbank Pub Date : 2023-12-07 DOI:10.3390/m1748

Ivan Lentin, Ilia Korniltsev, A. Gorbunov, Dmitry Cheshkov, S. Bezzubov, Vladimir Kovalev, I. Vatsouro

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引用次数: 0

摘要

以杯[4]芳烃二丙基醚和4,4′-双叠氮甲基化偶氮苯或二苯乙烯为原料，采用铜(I)催化叠氮化物-炔环加成法制备了双杯芳烃组合物。经核磁共振、HRMS和x射线衍射数据证实，得到了3个杯芳烃[4]核心由(E)-偶氮苯/苯乙烯单元通过4个三唑基团相互连接的双(杯芳烃)。然而，更大的大环和聚合物/低聚产物的形成被发现是主要的竞争过程，严重限制了一步大环化方法用于构建由偶氮苯/苯乙烯单元对连接的光响应性双杯芳烃组合的适用性。

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Building Triazolated Macrocycles from Bis-Propargylated Calix[4]arenes and Bis-Azidomethylated Azobenzene or Stilbene

Copper(I)-catalyzed azide-alkyne cycloaddition was employed to construct biscalixarene assemblies from the calix[4]arene dipropargyl ethers and 4,4′-bis-azidomethylated azobenzene or stilbene. Three bis(calixarenes) having the calix[4]arene cores linked to each other by pairs of (E)-azobenzene/stilbene units through four triazole groups were obtained as confirmed by NMR, HRMS and X-ray diffraction data. Nevertheless, the formation of larger macrocycles and polymeric/oligomeric products was found to be the major competing process that seriously limited the applicability of the one-step macrocyclization approach for the construction of photoresponsive biscalixarene assemblies linked by pairs of azobenzene/stilbene units.

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来源期刊

Molbank Chemistry-Physical and Theoretical Chemistry

CiteScore

0.70

自引率

33.30%

发文量

174

审稿时长

11 weeks

期刊介绍： •organic synthesis •biosynthesis •extraction and purification •natural product derivatives •structural elucidation (X-ray crystallography, NMR, etc.)