10.1021/ja206339s.s001
Rebecca L. Simmons
Rebecca L.
Simmons
Robert T. Yu
Robert T.
Yu
Andrew G. Myers
Andrew G.
Myers
Storable Arylpalladium(II) Reagents for Alkene Labeling in Aqueous Media
American Chemical Society
2011
Aqueous MediaWe show
Arylpalladium
acid
Alkene
indocyanine dye residues
organometallic intermediates
decarboxylative palladation
Reagent
arylpalladium
dimethyl sulfoxide
reagent
biotin
derivative
Storable
benzoic
solution
olefinic substrates
2011-10-12 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Storable_Arylpalladium_II_Reagents_for_Alkene_Labeling_in_Aqueous_Media/2603233
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.