title: Second-generation tags for fluorous chemistry exemplified with a new fluorous Mitsunobu reagent.
abstract: 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.
authors.affiliation: Department of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA.
authors.forename: Qianli
authors.initials: Q
authors.lastname: Chu
authors.forename: Christopher
authors.initials: C
authors.lastname: Henry
authors.forename: Dennis P
authors.initials: DP
authors.lastname: Curran
mesh_terms: 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
chemical_list: D000475:Alkenes; D001391:Azo Compounds; D006845:Hydrocarbons, Fluorinated; D007202:Indicators and Reagents; C013658:propylene