Optical properties of donor-acceptor phenylene-ethynylene systems containing the 6-methylpyran-2-one group as an acceptor

Jonathan C Collings; Alexander C Parsons; Laurent Porrès; Andrew Beeby; Andrei S Batsanov; Judith A K Howard; Donocadh P Lydon; Paul J Low; Ian J S Fairlamb; Todd B Marder

doi:10.1039/b502781k

Optical properties of donor-acceptor phenylene-ethynylene systems containing the 6-methylpyran-2-one group as an acceptor

Chem Commun (Camb). 2005 Jun 7:(21):2666-8. doi: 10.1039/b502781k. Epub 2005 Apr 14.

Authors

Jonathan C Collings¹, Alexander C Parsons, Laurent Porrès, Andrew Beeby, Andrei S Batsanov, Judith A K Howard, Donocadh P Lydon, Paul J Low, Ian J S Fairlamb, Todd B Marder

Affiliation

¹ Department of Chemistry, University of Durham, Durham DH1 3LE, UK.

PMID: 15917913
DOI: 10.1039/b502781k

Abstract

Donor-acceptor phenylene ethynylene systems containing the 6-methylpyran-2-one group, synthesized via classic or microwave-assisted Sonogashira cross-coupling, exhibit pronounced solvatochromism in fluorescence suggesting a highly polar excited state; 4-[4-(4-N,N-dihexylaminophenylethynyl)phenylethynyl]-6-methylpyran-2-one has a fluorescence quantum yield >0.9 in cyclohexane.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkynes / chemistry*
Ethers / chemistry*
Models, Molecular
Molecular Structure
Optical Rotation
Oxidation-Reduction
Pyrones / chemical synthesis*
Pyrones / chemistry

Substances

Alkynes
Ethers
Pyrones
phenyleneethynylene