The development of N-2 triazoles as a new class of fluorphores

ORGN 295

Wuming Yan, wyan@mix.wvu.edu1, Yuxiu Liu,, Yunfeng Chen1, Jeffrey L. Petersen1, and Xiaodong Shi1. (1) C. Eugene Bennett Department of Chemistry, West Virginia University, 217 Clark Hall, P.O. Box 6045, Morgantown, WV 26506, (2) Institute of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071, China
Efficient post-triazole regioselective N-2 arylation was developed from C-4, C-5 disubstituted-1,2,3-NH-triazoles. Three different approaches had been investigated, including SNAr, Cu(I) catalyzed aryl amidation and Cu(II) mediated boronic acid coupling. The N-2-aryl triazoles were successfully synthesized with excellent yields. The structures were characterized by X-ray crystallography and some N-2-triazole products gave strong fluorescence with various emission controlled by the C-5 groups.

Heterocycles and Aromatics
1:00 PM-5:20 PM, Monday, August 17, 2009 Walter E. Washington Convention Center -- 206, Oral

Division of Organic Chemistry

The 238th ACS National Meeting, Washington, DC, August 16-20, 2009