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Synlett 2022; 33(01): 1-7
DOI: 10.1055/s-0040-1719853
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Confining the Inner Space of Strained Carbon Nanorings

Niklas Grabicki
,
Oliver Dumele∗
N.G. was supported by a doctoral fellowship of the Fonds der Chemischen Industrie (FCI) and O.D. thanks the FCI for a generous Liebig scholarship.
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Abstract

Strained aromatic macrocycles based on cycloparaphenylenes (CPPs) are the shortest repeating units of armchair single-walled carbon nanotubes. Since the development of several new synthetic methodologies for accessing these structures, their properties have been extensively studied. Besides the fundamental interest in these novel molecular scaffolds, their application in the field of materials science is an ongoing topic of research. Most of the reported CPP-type macrocycles display strong binding toward fullerenes, due to the perfect match between the convex and concave π-surfaces of fullerenes and CPPs, respectively. Highly functionalized CPP derivatives capable of supramolecular binding with other molecules are rarely reported. The synthesis of highly functionalized [n]cyclo-2,7-pyrenylenes leads to CPP-type macrocycles with a defined cavity capable of binding non-fullerene guests with high association constants.

Key words

cycloparaphenylenes - host–guest systems - macrocycles - molecular recognition - supramolecular chemistry


Publication History

Received: 06 September 2021

Accepted after revision: 13 October 2021

Article published online:
15 November 2021

© 2021. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 

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