Synthesis ( IF 2.2 ) Pub Date : 2018-07-05 , DOI: 10.1055/s-0037-1609574 Silvio Biali 1 , Norbert Itzhak 1
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Abstract
p-tert-Butylcalix[6]arene hexamethyl ether was oxidized in one step to the corresponding ketocalix[6]arene via photochemical bromination (100 W spot lamp) with NBS in a chloroform/water mixture. A pentamethyl ketocalix[6]arene derivative was obtained by reaction of the ketocalix[6]arene hexamethyl ether with boron tribromide dimethyl sulfide complex, and characterized by X-ray crystallography. In the presence of base, the compound undergoes an intramolecular nucleophilic aromatic substitution reaction.
p-tert-Butylcalix[6]arene hexamethyl ether was oxidized in one step to the corresponding ketocalix[6]arene via photochemical bromination (100 W spot lamp) with NBS in a chloroform/water mixture. A pentamethyl ketocalix[6]arene derivative was obtained by reaction of the ketocalix[6]arene hexamethyl ether with boron tribromide dimethyl sulfide complex, and characterized by X-ray crystallography. In the presence of base, the compound undergoes an intramolecular nucleophilic aromatic substitution reaction.
中文翻译：
酮杯[6]芳烃六甲基醚的简便合成方法
摘要
p -叔-Butylcalix [6]芳烃六甲基醚在一个步骤中，以相应的ketocalix [6]芳烃通过光化学溴化（100瓦聚光灯）用NBS在氯仿/水混合物中被氧化。通过使酮卡克斯[6]亚芳基六甲基醚与三溴化硼二甲基硫醚络合物反应，得到五甲基酮卡克斯[6]芳烃衍生物，并通过X射线晶体学表征。在碱的存在下，该化合物进行分子内亲核芳族取代反应。
p -叔-Butylcalix [6]芳烃六甲基醚在一个步骤中，以相应的ketocalix [6]芳烃通过光化学溴化（100瓦聚光灯）用NBS在氯仿/水混合物中被氧化。通过使酮卡克斯[6]亚芳基六甲基醚与三溴化硼二甲基硫醚络合物反应，得到五甲基酮卡克斯[6]芳烃衍生物，并通过X射线晶体学表征。在碱的存在下，该化合物进行分子内亲核芳族取代反应。
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