Fluorination Effect on the Conformational Properties of Alkanes

A Series of fluorophores of the general formular P(CF2)nP and P(CF2)n-1CF3 has been synthesized. Copper catalyzed coupling of 1-bromopyrene and the corresponding mono and di-iodoperfluoroalkanes were used in most cases. For the n=3 dimer, a novel 1,w-perfluoroalkylation of pyrene via bis-decarboxylation of hexafluorogultaric acid was utilized. These compounds, along with suitable hydrocarbon analogs, are being used to study the flexibility of fluorocarbon chains using emission. We have found that the excimer formation for the fluorinated pyrene monomers is highly dependent on concentration and is less efficient than for pyene. Excimer formation for the fluorinated pyrene dimers is much more efficient than for the fluorocarbon monomers and is only slightly concentraion dependent. Steady-state emission spectra indicate hydrocarbon dimers-models form excimers more efficiently than the fluorinated dimers suggesting the fluorinated chains are stiffer than the hydrocarbons. We conducted the temperature-dependent studies and quantified the conformational difference.

Grantor dc:publisher

University of North Texas

Year dc:date

2002

Author dc:creator

• Xu, Wenjian

Contributors dc:contributor

• Wiedenfeld, David
• Desiderato, Robert

• Fluorination.
• Alkanes.
• conformational properties
• emission spectra
• pyrene
• excimer formation

Statement dc:rights

• Public
• Copyright
• Xu, Wenjian
• Copyright is held by the author, unless otherwise noted. All rights reserved.

Language dc:language

English

Identifier

oclc: 54888978
https://digital.library.unt.edu/ark:/67531/metadc3103/
ark: ark:/67531/metadc3103

OAI identifier oai:identifier

info:ark/67531/metadc3103