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All‐Carbon Scaffolds by Rational Design
Author(s) -
Diederich François,
Kivala Milan
Publication year - 2010
Publication title -
advanced materials
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 10.707
H-Index - 527
eISSN - 1521-4095
pISSN - 0935-9648
DOI - 10.1002/adma.200902623
Subject(s) - materials science , supramolecular chemistry , carbon fibers , conjugated system , cubane , rational design , nanotechnology , core (optical fiber) , solubility , nanometre , combinatorial chemistry , polymer , molecule , organic chemistry , chemistry , composite number , composite material
The search for new molecular and regular polymeric allotropes of carbon has greatly stimulated the preparation and investigation of π‐conjugated acetylenic macrocycles, which often represent substructures of proposed 2D carbon networks. Perethynylated dehydroannulenes, expanded radialenes, and radiaannulenes with large, multi‐nanometer‐sized all‐carbon cores are potent electron acceptors, and their optoelectronic as well as stability and solubility properties are greatly enhanced by peripheral donor substitution. Acetylenic scaffolding into three dimensions has generated an expanded cubane with a C 56 core, the first representative of a new class of “platonic” objects. Exceptional chiroptical properties displayed by enantiomerically pure alleno‐acetylenic, shape‐persistent macrocycles promise fascinating perspectives for the development of molecular and supramolecular chiroptical materials.

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