Host–Guest-Driven Copolymerization of Tetraphosphonate Cavitands

Authors

  • Dr. Francesca Tancini,

    1. Dipartimento di Chimica Organica e Industriale and Unità INSTM, UdR Parma, Università di Parma, Viale G. P. Usberti 17/a, 43124 Parma (Italy), Fax: (+39) 0521-905472
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  • Dr. Roger M. Yebeutchou,

    1. Dipartimento di Chimica Organica e Industriale and Unità INSTM, UdR Parma, Università di Parma, Viale G. P. Usberti 17/a, 43124 Parma (Italy), Fax: (+39) 0521-905472
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  • Dr. Laura Pirondini,

    1. Dipartimento di Chimica Organica e Industriale and Unità INSTM, UdR Parma, Università di Parma, Viale G. P. Usberti 17/a, 43124 Parma (Italy), Fax: (+39) 0521-905472
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  • Dr. Rita De Zorzi,

    1. Centro di Eccellenza in Biocristallografia, Dipartimento di Scienze Chimiche, Università di Trieste, Viale Giorgeri 1, 34127 Trieste (Italy)
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  • Prof. Dr. Silvano Geremia,

    1. Centro di Eccellenza in Biocristallografia, Dipartimento di Scienze Chimiche, Università di Trieste, Viale Giorgeri 1, 34127 Trieste (Italy)
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  • Dr. Oren A. Scherman,

    1. Melville Laboratory for Polymer Synthesis, Department of Chemistry, University of Cambridge, Lensfield Road, CB2 1EW Cambridge (UK)
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  • Prof. Dr. Enrico Dalcanale

    Corresponding author
    1. Dipartimento di Chimica Organica e Industriale and Unità INSTM, UdR Parma, Università di Parma, Viale G. P. Usberti 17/a, 43124 Parma (Italy), Fax: (+39) 0521-905472
    • Dipartimento di Chimica Organica e Industriale and Unità INSTM, UdR Parma, Università di Parma, Viale G. P. Usberti 17/a, 43124 Parma (Italy), Fax: (+39) 0521-905472
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Abstract

The outstanding complexing properties of tetraphosphonate cavitands towards N-methylpyridinium salts were exploited to realise a new class of linear and cyclic AABB supramolecular polymers through host–guest interactions. The effectiveness of the selected self-association processes was tested by 1H NMR studies, whereas microcalorimetric analyses clarified the binding thermodynamics and revealed the possibility of tuning entropic contributions by acting on the flexibility of the guest linker. Although the formation of linear polymeric chains for a rigid system was demonstrated by X-ray analysis, the presence of a concentration-dependent ring–chain equilibrium was indicated by solution viscosity measurements in the case of a very flexible ditopic BB guest co-monomer.

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