title: Storable arylpalladium(II) reagents for alkene labeling in aqueous media.
abstract: We show that arylpalladium(II) reagents linked to biotin and indocyanine dye residues can be prepared by decarboxylative palladation of appropriately substituted electron-rich benzoic acid derivatives. When prepared under the conditions described, these organometallic intermediates are tolerant of air and water, can be stored for several months in solution in dimethyl sulfoxide, and permit biotin- and indocyanine dye-labeling of functionally complex olefinic substrates in water by Heck-type coupling reactions.
authors: Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.
authors: Rebecca L
authors: RL
authors: Simmons
authors: Robert T
authors: RT
authors: Yu
authors: Andrew G
authors: AG
authors: Myers
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D001710:Biotin / Q000737:chemistry; D004396:Coloring Agents / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D014867:Water / Q000737:chemistry
chemical_list: D000475:Alkenes; D004396:Coloring Agents; D009942:Organometallic Compounds; D014867:Water; D010165:Palladium; D001710:Biotin