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Basic Ionic Liquids: Facile Solvents for Carbon–Carbon Bond Formation Reactions and Ready Access to Palladium Nanoparticles
Author(s) -
Ye Chengfeng,
Xiao JiChang,
Twamley Brendan,
LaLonde Aaron D.,
Grant Norton M.,
Shreeve Jean'ne M.
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700502
Subject(s) - chemistry , ionic liquid , palladium , sonogashira coupling , acetone , ionic bonding , knoevenagel condensation , carbon–carbon bond , solvent , organic chemistry , catalysis , inorganic chemistry , ion
A basic ionic liquid was selected to serve as both the solvent and base for Heck, “copper‐free” Sonogashira reactions, and for homocoupling reactions of terminal alkynes. The ionic liquids with tertiary aliphatic amines are effective solvents for these reactions. Under reflux conditions, eight equivalent basic ionic liquids and Pd(OAc) 2 in THF or acetone produced palladium colloids with diameters of (2.6 ± 0.3) or (3.7 ± 0.5) nm, respectively. Preliminary results for Knoevenagel condensations are also reported.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)