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全氟二羟基苯与二氯三嗪一锅法合成缺电子氧杂杯[2]芳烃[2]三嗪及其异构体类似物。

Synthesis of electron-deficient oxacalix[2]arene[2]triazines and their isomeric analogs from a one-pot reaction of perfluorinated dihydroxybenzenes with dichlorotriazines.

机构信息

The Key Laboratory of Bioorganic Phosphorous Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, China.

出版信息

Org Lett. 2013 Sep 6;15(17):4414-7. doi: 10.1021/ol401959d. Epub 2013 Aug 27.

Abstract

Efficient synthesis of tetraoxacalix[2]perfluoroarene[2]triazines and their isomeric analogs from a one-pot macrocyclic condensation reaction of methoxy- and amino-substituted dichlorotriazines with tetrafluorobenzene-1,3-, -1,4-, and -1,2-diols was developed. X-ray analysis demonstrates that they adopt drastically different 1,3-alternate conformations in the crystalline state while in solution they undergo very fast conformational changes relative to the NMR time scale.

摘要

从甲氧基和氨基取代的二氯三嗪与四氟苯-1,3-, -1,4-和-1,2-二醇的一锅法大环缩合反应中,高效合成了四氧杂杯[2]全氟芳烃[2]三嗪及其异构类似物。X 射线分析表明,它们在晶体状态下采用完全不同的 1,3-交替构象,而在溶液中它们相对于 NMR 时间尺度发生非常快速的构象变化。

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