New bifunctional compounds obtained by selective hydrolysis of tetrathiacalix[4]arene tetraethyl esters with Cs₂CO₃

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• 作者：Sergey N. Podyachev^a ; ^{spodyachev@iopc.ru} ; Svetlana N. Sudakova^a ; Bulat M. Gabidullin^a ; Victor V. Syakaev^a ; Aidar T. Gubaidullin^a ; Wim Dehaen^b ; Alexander I. Konovalov^a
• 关键词：Calix[4]arene ; Bifunctional compound ; Selective hydrolysis ; Ester derivative
• 刊名：Tetrahedron Letters
• 出版年：2012
• 期刊代码：109_00404039
• 类别：ch
• 出版时间：20 June, 2012
• 卷：53
• 期：25
• 页码：3135-3139
• 文件大小：515 K

摘要

A new strategy for the synthesis of bifunctional compounds, based on 1,3-alternate tetrathiacalix[4]arene precursors functionalized by pairs of carboxylic acid and ester groups located on opposite sides of the macrocycle platform is described. These building blocks were prepared by the Cs₂CO₃ induced selective hydrolysis of tetrathiacalix[4]arene tetraester derivatives. A mechanism for the selective hydrolysis is suggested. The structures of the compounds are elucidated by NMR spectroscopic analysis and X-ray single crystal diffraction.