Gemini guests with spacers of various length drive the self-assembling of supramolecular capsules in water at neutral pH differently

Carmelo Sgarlata, Giuseppe Arena, Domenico Sciotto, Carmela Bonaccorso

Research output: Contribution to journalArticle

Abstract

Water-soluble homodimeric capsules resulting from the electrostatic and hydrophobic interactions between a tetracationic calixarene receptor and gemini guests having the negatively charged ends separated by a (-CH2-) n (n = 2-6) spacer are reported. The formation of the supramolecular capsules occurs through concerted hydrophobic and electrostatic interactions between the charged and aromatic groups of the guests and the host as indicated by 1H NMR and DOSY NMR data. The different size of the guests may strongly affect the stability of the capsule. The surprising features of these host-guest systems disclose new paths for the design of more efficient anion-templated capsules in highly competitive media such as water.

Original languageEnglish
Pages (from-to)696-702
Number of pages7
JournalSupramolecular Chemistry
Volume25
Issue number9-11
DOIs
Publication statusPublished - Sep 18 2013

Keywords

  • calixarenes
  • gemini guest
  • self-assembly
  • supramolecular capsules
  • water chemistry

ASJC Scopus subject areas

  • Chemistry(all)

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