baltrusaitis lab @ lehigh

Dramatic Red-Shifted Fluorescence of [2.2]Paracyclophanes with Peripheral Substituents Attached to the Saturated Bridges.

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  3. Dramatic Red-Shifted Fluorescence of [2.2]Paracyclophanes with Peripheral Substituents Attached to the Saturated Bridges.
TitleDramatic Red-Shifted Fluorescence of [2.2]Paracyclophanes with Peripheral Substituents Attached to the Saturated Bridges.
Publication TypeJournal Article
Year of Publication2009
JournalOrganic Letters
Volume11
Issue22
Pagination5106 - 5109
AuthorsElacqua, Elizabeth, Dejan-Kresimir Bucar, Yulia Skvortsova, Jonas Baltrusaitis, Lei M. Geng, and Leonard R. MacGillivray
PublisherAmerican Chemical Society
ISBN Number1523-7060
Keywordsred shifted fluorescence paracyclophane pyridinium salt prepn
Abstract

A bridge-substituted [2.2]paracyclophane (I) obtained from the org. 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 (II; R = Me, Et). 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. [on SciFinder(R)]