Chemical Properties
Dichloro(1,5-cyclooctadiene)palladium(II) is pale yellow to brown, soluble in dichloromethane, and sensitive to air, light, moisture, and heat. It must be filled with an inert gas, sealed, and stored in a dry environment at 2-8°C.
Uses
Dichloro(1,5-cyclooctadiene)palladium(II) is used as catalyst for C-C bond and C-N formation, used in Heck coupling of alkynes with alkenes, Suzuki cross-coupling of aryl bromides , allylic substitution of oximes with allylic acetate and methoxycarbonylation of iodobenzene.
Uses
Dichloro(1,5-cyclooctadiene)palladium(II) is a commonly used catalyst to protect alcohols as acetals by treating with 2-benzyloxy-1-propene; to synthesize bicyclooctanes from diethyl malonate and in alkene carbonylation. It can also be used to catalyze the Heck coupling of nonactivated vinyl phosphates with electron deficient alkenes; the synthesis of benzo[
b]thiophenes from thioenols and to prepare an active catalyst for Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions.
Application
Used in alcohol protection; synthesis of carbamates, bicyclooctanes and alkene carbonylation.
reaction suitability
core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Cross Couplings
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst
Synthesis
Dichloro(1,5-cyclooctadiene)palladium(II) is prepared in 96% yield by treating Palladium(II) Chloride with 1,5-cyclooctadiene in concentrated hydrochloric acid.
