Feet-to-Feet Connected Trisresorcinarenes

Feet-to-Feet Connected Trisresorcinarenes
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DOI:
10.1021/acs.orglett.9b03693
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发表时间:
2020-01-17
期刊:
影响因子:
5.2
通讯作者:
Haino, Takeharu
Haino, Takeharu
中科院分区:
化学1区
文献类型:
--
作者:
Shimoyama, Daisuke;Sekiya, Ryo;Haino, Takeharu

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间苯二酚和奇数双二氧戊环在酸性条件下的大环化产生脚到脚连接的三间苯二酚芳烃,具有三个与奇数烷基链连接的间苯二酚芳烃单元。使用高分辨率质谱法和NMR光谱法证实了三间苯二酚芳烃的形成。以中等产率分离作为保护形式的三间苯二酚芳烃。保护的三间苯二酚芳烃在溶液中的构象具有D-3 h对称性。晶体结构分析表明,保护的trisresorcinarenes具有大的内部空间由三个resorcinarenes单元包围。
The macrocyclization of resorcinol and odd-numbered bisdioxolanes under acidic conditions produced feet-to-feet connected trisresorcinarenes possessing three resorcinarene units linked with odd-numbered alkyl chains. The formation of trisresorcinarenes was confirmed using high-resolution mass spectrometry and NMR spectroscopy. The trisresorcinarenes were isolated as protected forms in moderate yields. The protected trisresorcinarenes exhibited D-3h symmetry in conformation in solution. Crystal structure analysis revealed that the protected trisresorcinarenes possess large inner spaces surrounded by three resorcinarene units.