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

doi:10.1021/ol901907j

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

Chemistry

Research output: Contribution to journal › Article › peer-review

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 language	English (US)
Pages (from-to)	5106-5109
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	22
DOIs	https://doi.org/10.1021/ol901907j
State	Published - Dec 3 2009

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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

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",

author = "Elizabeth Elacqua and Bu{\v c}ar, {Dejan Kre{\v s}imir} and Yulia Skvortsova and Jonas Baltrusaitis and {Lei Geng}, M. and MacGillivray, {Leonard R.}",

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doi = "10.1021/ol901907j",

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T1 - Dramatic red-shifted fluorescence of [2.2]paracyclophanes with peripheral substituents attached to the saturated bridges

AU - Elacqua, Elizabeth

AU - Bučar, Dejan Krešimir

AU - Skvortsova, Yulia

AU - Baltrusaitis, Jonas

AU - Lei Geng, M.

AU - MacGillivray, Leonard R.

PY - 2009/12/3

Y1 - 2009/12/3

N2 - 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

AB - 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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JF - Organic Letters

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

Abstract

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