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Chirality in curved polyaromatic systems
JournalItem (Reviews, Editorials, Rezensionen, Urteilsanmerkungen etc. in einer wissenschaftlichen Zeitschrift)
 
ID 4103167
Author(s) Rickhaus, Michel; Mayor, Marcel; Juricek, Michal
Author(s) at UniBasel Mayor, Marcel
Rickhaus, Michel
Juricek, Michal
Year 2017
Title Chirality in curved polyaromatic systems
Journal Chemical Society Reviews
Volume 46
Number 6
Pages 1643-1660
Abstract Carbon allotropes constituted of sp(2)-hybridised carbon atoms display a variety of properties that arise from their delocalised Pi-conjugated electronic structure. Apart from carbon's planar allotropic form graphene, bent or curved structures, such as carbon nanotubes or fullerenes, respectively, have been discovered. In this Tutorial Review, we analyse and conceptually categorise chiral synthetic molecular fragments of non-planar sp(2)-carbon allotropes, including hypothetical forms of carbon that have been proposed to exist as stable entities. Two types of molecular systems composed of equally or differently sized rings are examined: bent with zero Gaussian curvature and curved with positive or negative Gaussian curvature. To affirm that a system is chiral, two conditions must be fulfilled: (1) both reflective symmetry elements, an inversion centre and a mirror plane, must be absent and (2) the system must be stereochemically rigid. It is therefore crucial to not only consider the symmetry of a given system as if it was a rigid object but also its structural dynamics. These principles serve as guidelines for the design of molecular fragments that encode and transcribe chirality into larger systems.
Publisher Royal Society of Chemistry
ISSN/ISBN 0306-0012 ; 1460-4744
edoc-URL https://edoc.unibas.ch/63134/
Full Text on edoc Available
Digital Object Identifier DOI 10.1039/c6cs00623j
PubMed ID http://www.ncbi.nlm.nih.gov/pubmed/28225107
ISI-Number 000397297600001
Document type (ISI) Journal Article
 
   

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