Dramatic red-shifted fluorescence of [2.2]paracyclophanes with peripheral substituents attached to the saturated bridges

Elizabeth Elacqua, Dejan Krešimir Bučar, Yulia Skvortsova, Jonas Baltrusaitis, M. Lei Geng, Leonard R. MacGillivray

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22 Scopus citations

Abstract

A bridge-substituted [2.2]paracyclophane obtained from the organic solid state exhibits a dramatic red shift in fluorescence relative to [2.2]paracyclophane. A further red shift occurs upon alkylation of the pyridylcyclobutyl bridges. Our results demonstrate that [2.2]cyclophanes substituted at the bridge, despite not being attached via the extended π-system, are promising building blocks in the development of optical materials

Original languageEnglish (US)
Pages (from-to)5106-5109
Number of pages4
JournalOrganic Letters
Volume11
Issue number22
DOIs
StatePublished - Dec 3 2009

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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