Polycondensation of 1,5-bis(1-hydroxy-3,6,9-trioxanonyl) naphthalene 3and terephthaloyl chloride 4 gives giant macrocycles, i.e. crownophanes (2n) with 30n(n= 1–5) atom perimeters, in ca. 30%m/m overall yield; owing to self-complementarity by edge–face arene–arene interactions, a packing ratio of 71. 8% is found for 2(1).
I. J. A. Mertens, L. W. Jenneskens, E. J. Vlietstra, A. C. van der Kerk-van Hoof, J. W. Zwikker, W. J. J. Smeets and A. L. Spek, J. Chem. Soc., Chem. Commun., 1995, 1621 DOI: 10.1039/C39950001621
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