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 Kaifer

Research output: Contribution to journalArticle

14 Citations (Scopus)

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 (GH2 2+) was investigated by 1HNMR and electronic absorption spectroscopies, electrospray mass spectrometry and DFT computations. The formation of a quaternary supramolecular assembly [GH2 2+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)
JournalAngewandte Chemie - International Edition
DOIs
StateAccepted/In press - 2016

Fingerprint

Paraquat
Self assembly
Diamines
Absorption spectroscopy
Discrete Fourier transforms
Mass spectrometry
cucurbit(7)uril

Keywords

  • Cooperativity
  • Cucurbiturils
  • Molecular recognition
  • Self-assembly

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Cite this

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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 (GH2 2+) was investigated by 1HNMR and electronic absorption spectroscopies, electrospray mass spectrometry and DFT computations. The formation of a quaternary supramolecular assembly [GH2 2+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.",
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AU - Sharma, Gaurav

AU - Calles, Jonathan

AU - Prabhakar, Rajeev

AU - Kaifer, Angel

PY - 2016

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