Synfacts 2007(10): 1047-1047  
DOI: 10.1055/s-2007-968996
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

An Uncommon Solid-State Fluorophore

Contributor(s): Timothy M. Swager, Trisha L. Andrew
Y. Ooyama, Y. Kagawa, Y. Harima*
Hiroshima University, Japan
Further Information

Publication History

Publication Date:
07 November 2007 (online)

Significance

Fluorophores such as 1 and 2 were synthesized in moderate overall yield. Structural isomers 1 and 2 were obtained in a 3:1 ratio; however, N-alkylation of the carbazole moiety was found to alter the product ratio in favor of the latter isomer. While both fluorophores displayed broad emission curves in the range of 500-700 nm, the quantum yield of compound 1 is near unity whereas that of compound 2 is only 0.17. N-Alkylated derivatives of both isomers display solid-state fluorescence spectra that differ minimally from solution curves, indicating that these fluorophores do not aggregate in the solid state.