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

Research output: Contribution to journalArticle

19 Citations (Scopus)

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

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Fluorescence
red shift
fluorescence
Alkylation
organic solids
Optical materials
alkylation
optical materials
solid state
(2.2)paracyclophane

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Elacqua, Elizabeth ; Bučar, Dejan Krešimir ; Skvortsova, Yulia ; Baltrusaitis, Jonas ; Lei Geng, M. ; MacGillivray, Leonard R. / Dramatic red-shifted fluorescence of [2.2]paracyclophanes with peripheral substituents attached to the saturated bridges. In: Organic Letters. 2009 ; Vol. 11, No. 22. pp. 5106-5109.
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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",
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Elacqua, E, Bučar, DK, Skvortsova, Y, Baltrusaitis, J, Lei Geng, M & MacGillivray, LR 2009, 'Dramatic red-shifted fluorescence of [2.2]paracyclophanes with peripheral substituents attached to the saturated bridges', Organic Letters, vol. 11, no. 22, pp. 5106-5109. https://doi.org/10.1021/ol901907j

Dramatic red-shifted fluorescence of [2.2]paracyclophanes with peripheral substituents attached to the saturated bridges. / Elacqua, Elizabeth; Bučar, Dejan Krešimir; Skvortsova, Yulia; Baltrusaitis, Jonas; Lei Geng, M.; MacGillivray, Leonard R.

In: Organic Letters, Vol. 11, No. 22, 03.12.2009, p. 5106-5109.

Research output: Contribution to journalArticle

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AU - Elacqua, Elizabeth

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AU - Baltrusaitis, Jonas

AU - Lei Geng, M.

AU - MacGillivray, Leonard R.

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