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Selectivity and Cooperativity in the Binding of Multiple Guests to a Pillar[5]arene-Crown Ether Fused Tricyclic Host.
Hu, Wei-Bo; Xie, Chang-Dong; Hu, Wen-Jing; Zhao, Xiao-Li; Liu, Yahu A; Huo, Ji-Chuan; Li, Jiu-Sheng; Jiang, Biao; Wen, Ke.
Afiliação
  • Hu WB; †Shanghai Advanced Research Institute, Chinese Academy of Science, Shanghai 201210, China.
  • Xie CD; ‡University of Chinese Academy of Sciences, Beijing 100039, P. R. China.
  • Hu WJ; §School of Materials Science and Engineering, Southwest University of Science and Technology, Mianyang 621010, Sichuan, P. R. China.
  • Zhao XL; †Shanghai Advanced Research Institute, Chinese Academy of Science, Shanghai 201210, China.
  • Liu YA; ∥Shanghai Key Laboratory of Green Chemistry and Chemical Processes and Department of Chemistry, East China Normal University, Shanghai 200062, China.
  • Huo JC; ⊥Medicinal Chemistry, ChemBridge Research Laboratories, Inc., San Diego, California 92127, United States.
  • Li JS; §School of Materials Science and Engineering, Southwest University of Science and Technology, Mianyang 621010, Sichuan, P. R. China.
  • Jiang B; †Shanghai Advanced Research Institute, Chinese Academy of Science, Shanghai 201210, China.
  • Wen K; †Shanghai Advanced Research Institute, Chinese Academy of Science, Shanghai 201210, China.
J Org Chem ; 80(16): 7994-8000, 2015 Aug 21.
Article em En | MEDLINE | ID: mdl-26219027
ABSTRACT
A novel tricylic host molecule 1 that consists of two pillar[5]arene units and a crown ether ring was found to selectively bind two kinds of guest molecules with different shapes, sizes, and electronic constitutions, namely 1,4-dicyanobutane G1 and paraquat G2, with its two macrocyclic subunits, to form a four-component complex 2G1⊂1⊃G2. An (1)H NMR study of stepwise bindings of G1 and G2 to host 1 in CDCl3/DMSO-d6 revealed that the strength of the association between complex 2G1⊂1 and guest G2 was only one-fourth of that between free 1 and G2, demonstrating a negative heterotropic cooperativity of G1 in the binding of G2 to host 1.
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Éteres de Coroa / Compostos Macrocíclicos / Compostos de Amônio Quaternário Idioma: En Ano de publicação: 2015 Tipo de documento: Article
Texto completo
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XML
PubMed Links
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Éteres de Coroa / Compostos Macrocíclicos / Compostos de Amônio Quaternário Idioma: En Ano de publicação: 2015 Tipo de documento: Article