1228186-24-0Relevant academic research and scientific papers
Synthesis and photophysical properties of 3,5-bis(oxopyridinyl)- and 3,5-bis(pyridinyloxy)-substituted boron-dipyrromethenes
Khan, Tamanna K.,Rao, M. Rajeswara,Ravikanth
experimental part, p. 2314 - 2323 (2010/07/10)
Nucleophilic substitution reactions of 2-, 3- and 4-hydroxypyridines with 3,5-dibromo meso-aryl and meso-furyl borondipyrromethenes (BODIPYs) resulted in the formation of the corresponding 3,5-bis(oxopyridinyl)-BODIPYs and 3,5-bis(pyridinyloxy)-BODIPYs in decent yields. The effect of a pyridone versus an oxypyridine at the 3- and 5-positions on the spectral, electrochemical and photophysical properties were studied as a function of solvent. The 3, 5-bis(oxopyridinyl)-BODIPYs exhibit: broad, red-shifted absorption and emission bands, decreased quantum yields and lifetimes, displayed large Stokes shifts and easier reductions than did the 3, 5-bis(pyridinyloxy)-BODIPYs. The differences in the properties of these two classes of BODIPY dyes are attributed to the extension of π-delocalization associated with the electron-deficient nature of the pyridone groups.
