Cooperative Self-Assembly of a Quaternary Complex Formed by Two Cucurbit[7]uril Hosts, Cyclobis(paraquat-p-phenylene), and a “Designer” Guest

Mohammad Hossein Tootoonchi, Gaurav Sharma, Jonathan Calles, Rajeev Prabhakar, Angel E. Kaifer

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

The self-assembly in aqueous solution of the well-known cyclophane, cyclobis(paraquat-p-phenylene) (BB4+), and two cucurbit[7]uril (CB7) hosts around a simple hydroquinol-based, diamine guest (GH22+) was investigated by1H NMR and electronic absorption spectroscopies, electrospray mass spectrometry and DFT computations. The formation of a quaternary supramolecular assembly [GH22+⋅BB4+⋅ (CB7)2] was shown to be a very efficient process, which takes place not only because of the attractive forces between each of the hosts and the guest, but also because of the lateral interactions between the hosts in the final assembly. This complementary set of attractive interactions results in clear cooperative binding effects that help overcome the entropic barriers for multiple component assembly.

Original languageEnglish (US)
Pages (from-to)11507-11511
Number of pages5
JournalAngewandte Chemie - International Edition
Volume55
Issue number38
DOIs
StatePublished - 2016

Keywords

  • cooperativity
  • cucurbiturils
  • molecular recognition
  • self-assembly

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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