Second-generation tags for fluorous chemistry exemplified with a new fluorous Mitsunobu reagent.
A new fluorous DEAD reagent bearing two perfluoro-tert-butyloxy groups with propylene spacers shows excellent promise for use in fluorous Mitsunobu reactions. Pure target products were obtained in good yields after removing fluorous byproducts by FSPE. The new reagent serves as a prototype for a greener second generation of fluorous reagents bearing tags that are not expected to degrade in the environment to compounds that are highly persistent or that bioaccumulate in higher organisms.
Chu
Qianli
Q
Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA.
Henry
Christopher
C
Curran
Dennis P
DP
D000475:Alkenes / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis / Q000737:chemistry*; D007202:Indicators and Reagents; D008958:Models, Molecular; D015394:Molecular Structure
D000475:Alkenes; D001391:Azo Compounds; D006845:Hydrocarbons, Fluorinated; D007202:Indicators and Reagents; C013658:propylene