A Modular Synthesis of Substituted Cycloparaphenylenes

Abstract: Herein, we report a modular synthesis providing access to substituted cycloparaphenylenes (CPPs) of different sizes. A key synthon introducing two geminal ester units was efficiently prepared by [2+2+2] cycloaddition. This building block can be conveniently converted to macrocyclic precursors controlling the ring size of the final CPP. Efficient reductive aromatization through single‐electron transfer provided the substituted nanohoops in a straightforward manner. The tBu ester substitution pattern enables a tube‐like arrangement in the solid‐state governed by van der Waals interactions that exhibits one of the tightest packings of CPPs in tube direction, thus opening new avenues in the crystal design of CPPs.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
A Modular Synthesis of Substituted Cycloparaphenylenes ; day:27 ; month:01 ; year:2022 ; extent:1
Chemistry - a European journal ; (27.01.2022) (gesamt 1)

Creator
Kohs, Daniel
Becker, Jonathan
Wegner, Hermann A.

DOI
10.1002/chem.202104239
URN
urn:nbn:de:101:1-2022012714312159234274
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:33 AM CEST

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