ORGN 550 |
| Derivatizations at the C-2 position of 9-(2,2,2-triphenylethylidene)fluorene were investigated with several functional groups, such as cyano, nitro, and iodo. The E and Z isomers of each derivative were separated by recrystallization. The synthetic route involves oxidation of the fluorene derivative to the corresponding fluorenone and Wittig reaction, giving the 2-bromomethylenefluorene. Bromine is replaced by triphenylmethyllithium by an addition-elimination reaction, giving the desired products. Several alternative synthetic routes to these derivatives were also attempted.
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Materials, Devices and Switches, Metal-Mediated Reactions, Asymmetric Reactions, Total Synthesis, Biologically-Related Molecules and Processes
7:00 PM-9:00 PM, Wednesday, April 9, 2008 Morial Convention Center -- La Louisiane, Blrm. C, Poster
Division of Organic Chemistry |
