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

24 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

Access to Document

10.1021/ol901907j

Cite this

@article{ce030e19b2e64a99bb42a800f3cee7f4,

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.\}",

year = "2009",

month = dec,

day = "3",

doi = "10.1021/ol901907j",

language = "English (US)",

volume = "11",

pages = "5106--5109",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "22",

}

TY - JOUR

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

UR - https://www.scopus.com/pages/publications/70749125022

UR - https://www.scopus.com/pages/publications/70749125022#tab=citedBy

U2 - 10.1021/ol901907j

DO - 10.1021/ol901907j

M3 - Article

C2 - 19852498

AN - SCOPUS:70749125022

SN - 1523-7060

VL - 11

SP - 5106

EP - 5109

JO - Organic Letters

JF - Organic Letters

IS - 22

ER -

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

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this