biostudies-literatureUnknown28(8)Kohrs DHerein, 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.Chemistry (Weinheim an der Bergstrasse, Germany)e202104239https://www.ebi.ac.uk/biostudies/studies/S-EPMC9302675biostudies-literatureA Modular Synthesis of Substituted Cycloparaphenylenes.PMC9302675Becker JKohrs DWegner HAfalseA Modular Synthesis of Substituted Cycloparaphenylenes.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.2022-01-01T00:00:00Z2022 Feb2025-04-25T21:43:26.034Z2025-02-19T03:53:03.855ZS-EPMC93026753500144410.1002/chem.202104239