Cyclization of Pyrene Oligomers: Cyclohexa-1,3-pyrenylene

First synthesis of the macrocycle cyclohexa(1,3‐pyrenylene) is achieved in six steps starting with pyrene, leading to a non‐aggregating highly twisted blue‐light‐emitting material. The cyclodehydrogenation of the macrocycle offers a promising synthesis route to holey‐nanographene. A double cone: A s...

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Published inAngewandte Chemie International Edition Vol. 55; no. 1; pp. 418 - 421
Main Authors Lorbach, Dominik, Keerthi, Ashok, Figueira-Duarte, Teresa Marina, Baumgarten, Martin, Wagner, Manfred, Müllen, Klaus
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 04.01.2016
WILEY‐VCH Verlag
Wiley
Wiley Subscription Services, Inc
EditionInternational ed. in English
Subjects
atropisomerism
Chemistry
Chemistry, Multidisciplinary
cyclodehydrogenation
holey-nanographene
macrocycles
Oligomers
Physical Sciences
Pyrene
Science & Technology
Synthesis
AROMATIC-HYDROCARBONS
DEFECTS
cyclodehydrogenation
macrocycles
POLYPYRENE
holey-nanographene
atropisomerism
pyrene
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Summary:First synthesis of the macrocycle cyclohexa(1,3‐pyrenylene) is achieved in six steps starting with pyrene, leading to a non‐aggregating highly twisted blue‐light‐emitting material. The cyclodehydrogenation of the macrocycle offers a promising synthesis route to holey‐nanographene. A double cone: A synthetic route has been developed to give a double‐cone shaped six‐membered pyrene macrocycle, thus extending the aromatic system of the cyclohexa‐m‐phenylene.
Bibliography:ark:/67375/WNG-9MSNKQVQ-Q
ArticleID:ANIE201508180
DFG
European Research Council - No. 1404/2006-IRTG-001
istex:295C52833AB9D0ABF1AA163117BF3D642E4C6A5B
These authors contributed equally to this work.
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201508180