Monosodium salt of p-tert-butylcalix[4]arene in the reactions with electrophilic reagents. Synthesis and structure of monofunctionalized calix[4]arenes

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• 作者：Olexander A. Yesypenko (1)
  Vyacheslav I. Boyko (1) v_boyko@ioch.kiev.ua
  Mariia A. Klyachina (1)
  Svitlana V. Shishkina (2) sveta@xray.isc.kharkov.com
  Oleg V. Shishkin (23)
  Volodymyr V. Pyrozhenko (1)
  Ivan F. Tsymbal (1)
  Vitaly I. Kalchenko (1)
• 关键词：Alkylation – ; Acylation – ; Conformers – ; Monoalkyloxy ; p ; tert ; butylcalix[4]arenes – ; Monoacyloxy ; p ; tert ; butylcalix[4]arenes – ; 1 ; 3 ; diacyloxy ; p ; tert ; butylcalix[4]arenes
• 刊名：Journal of Inclusion Phenomena and Macrocyclic Chemistry
• 出版年：2012
• 出版时间：December 2012
• 年：2012
• 卷：74
• 期：1-4
• 页码：265-275
• 全文大小：682.0 KB
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• 作者单位：1. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanska Str 5, Kyiv, 02660 Ukraine2. STC 鈥淚nstitute for Single Crystal鈥? National Academy of Sciences of Ukraine, Lenin Ave 60, Kharkhiv, 61001 Ukraine3. V.N.Karazin Kharkiv National University, 4 Svobody Sq, Kharkiv, 61077 Ukraine
• ISSN：1573-1111

文摘

Abstract Monosodium salt of p-tert-butylcalix[4]arene reacts with alkyl halides or aroyl chlorides in DMF formed the cone-shaped monoalkyloxycalix[4]arenes or 1,3-diacyloxycalix[4]arenes, respectively. Diacyloxycalix[4]arenes are easily transformed into monoacyloxycalix[4]arenes in the partial cone conformation by interaction with NaOMe. The influence of intramolecular hydrogen bonding on course of alkylation and acylation reactions as well as the structure of the synthesized compounds in solution and crystalline state are discussed.