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From the Decks to the Bridges: Optoelectronics in [2.2]Paracyclophane Chemistry
Journal article   Open access   Peer reviewed

From the Decks to the Bridges: Optoelectronics in [2.2]Paracyclophane Chemistry

Elizabeth Elacqua and Leonard R MacGillivray
European Journal of Organic Chemistry, Vol.2010(36), pp.6883-6894
12/2010
DOI: 10.1002/ejoc.201000930
url
https://doi.org/10.1002/ejoc.201000930View
Published (Version of record) Open Access

Abstract

n this microreview, we highlight optical properties of [2.2]paracyclophanes (pCps). We demonstrate how the spectroscopic properties that stem from the strained and π-stacked structure have resulted in pCps being incorporated in materials science and polymer synthesis. As a result of chromophore substitution, internal charge transfer (ICT) between the two rings of the cyclophane core produce frameworks with unique optical properties. Deck-substituted molecules and polymers have beensynthesized that possess donor and acceptor groups that affect internal charge transfer (ICT). We also demonstrate that bridge-substituted [2.2]paracylophanes, although not well studied in this context, display unexpected optical properties owing to nonconventional ICT. A highlight is a recent templated solid-state synthesis that affords a pCp that exhibits dramatic red-shifted fluorescence.
Fluorescence Conjugated polymers Cyclophanes Internal charge transfer

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