Ring size effect on the solid state assembly of propargyl substituted hexa- and octacyclic peptoids

Consiglia Tedesco; Alessandra Meli; Eleonora Macedi; Veronica Iuliano; Antonio G. Ricciardulli; Francesco De Riccardis; Gavin B. M. Vaughan; Vincent J. Smith; Leonard J. Barbour; Irene Izzo

doi:10.1039/C6CE01800A

Ring size effect on the solid state assembly of propargyl substituted hexa- and octacyclic peptoids†

Consiglia Tedesco,

*^a Alessandra Meli,^a Eleonora Macedi,^a Veronica Iuliano,^a Antonio G. Ricciardulli,^a Francesco De Riccardis,^a Gavin B. M. Vaughan,^b Vincent J. Smith,^c Leonard J. Barbour^c and Irene Izzo*^a

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* Corresponding authors

^a Department of Chemistry and Biology “A. Zambelli”, University of Salerno, Via Giovanni Paolo II 132, 84084 Fisciano (SA), Italy
E-mail: ctedesco@unisa.it, iizzo@unisa.it

^b European Synchrotron Radiation Facility, 8 Rue J. Horowitz, 38043 Grenoble, France

^c Department of Chemistry and Polymer Science, University of Stellenbosch, Private Bag X1, 7602 Matieland, Stellenbosch, South Africa

Abstract

The investigation of the solid state assembly of propargyl substituted hexa- and octacyclic peptoids highlights the effect of ring size in determining the packing arrangement of the macrocycles. A layered arrangement is obtained in the case of the hexacyclic peptoid 1 and a tubular arrangement in the case of the octacyclic peptoid 2. Guest molecules either intercalate between the layers as in 1 or are located within the peptoid nanotube as in 2.

CrystEngComm

Ring size effect on the solid state assembly of propargyl substituted hexa- and octacyclic peptoids†

Abstract

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Ring size effect on the solid state assembly of propargyl substituted hexa- and octacyclic peptoids

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