From the decks to the bridges

Optoelectronics in [2.2]paracyclophane chemistry

Elizabeth Elacqua, Leonard R. MacGillivray

Research output: Contribution to journalArticle

42 Citations (Scopus)

Abstract

In 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. Architectures based on [2.2]paracyclophane (pCp) have received considerable attention owing to distinct spectroscopic properties. The properties stem from internal charge transfer (ICT) between the rings of the cyclophane core. The aim of this microreview is to highlight deck- and bridge-substituted pCps and describe how the optical properties of pCp can be perturbed to affect electronic communication.

Original languageEnglish (US)
Pages (from-to)6883-6894
Number of pages12
JournalEuropean Journal of Organic Chemistry
Issue number36
DOIs
StatePublished - Dec 1 2010

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Optoelectronic devices
Charge transfer
Optical properties
charge transfer
chemistry
optical properties
stems
Polymers
rings
polymers
Materials science
synthesis
Chromophores
materials science
chromophores
Substitution reactions
communication
Fluorescence
substitutes
solid state

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

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From the decks to the bridges : Optoelectronics in [2.2]paracyclophane chemistry. / Elacqua, Elizabeth; MacGillivray, Leonard R.

In: European Journal of Organic Chemistry, No. 36, 01.12.2010, p. 6883-6894.

Research output: Contribution to journalArticle

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