A general and efficient catalyst for palladium-catalyzed C-O coupling reactions of aryl halides with primary alcohols.
An efficient procedure for palladium-catalyzed coupling reactions of (hetero)aryl bromides and chlorides with primary aliphatic alcohols has been developed. Key to the success is the synthesis and exploitation of the novel bulky di-1-adamantyl-substituted bipyrazolylphosphine ligand L6. Reaction of aryl halides including activated, nonactivated, and (hetero)aryl bromides as well as aryl chlorides with primary alcohols gave the corresponding alkyl aryl ethers in high yield. Noteworthy, functionalizations of primary alcohols in the presence of secondary and tertiary alcohols proceed with excellent regioselectivity.
Gowrisankar
Saravanan
S
Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Strasse 29a, 18059 Rostock, Germany.
Sergeev
Alexey G
AG
Anbarasan
Pazhamalai
P
Spannenberg
Anke
A
Neumann
Helfried
H
Beller
Matthias
M
D000438:Alcohols / Q000737:chemistry*; D002384:Catalysis; D004987:Ethers / Q000138:chemical synthesis / Q000737:chemistry; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D000438:Alcohols; D004987:Ethers; D006846:Hydrocarbons, Halogenated; D009942:Organometallic Compounds; D010165:Palladium