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Facile Synthesis of New Cationic Triphenylphosphine Derivatives and their Use for Propene Dimerization Reactions in Buffered Chloroaluminate Ionic Liquids
Author(s) -
Dötterl Matthias,
Thoma Peter,
Alt Helmut G.
Publication year - 2012
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201100557
Subject(s) - chemistry , ionic liquid , cationic polymerization , propene , triphenylphosphine , lewis acids and bases , phosphine , nuclear magnetic resonance spectroscopy , ionic bonding , medicinal chemistry , trifluoromethanesulfonate , catalysis , inorganic chemistry , polymer chemistry , organic chemistry , ion
We describe the facile synthesis of new, cationic triphenylphosphine derivatives containing para ‐trimethylammonium substituents. The ionic phosphines were successfully employed in nickel‐catalyzed propene dimerization reactions in highly Lewis acidic chloroaluminate ionic liquids. Buffering of such liquids is achieved by an interaction of the Lewis basic phosphine with the Lewis acidic aluminum centers. The PAl interaction of triarylphosphines and tri‐ tert ‐butylphosphine with the highly acidic ionic liquid [1‐butyl‐3‐methylimidazolium] + [Al 2 Cl 7 ] − was monitored by 31 P and 27 Al NMR spectroscopy. Coupling of tri‐ tert ‐butylphosphine with 27 Al resulted in an expected but unusual sextet in the 31 P NMR spectrum and a doublet in the 27 Al NMR spectrum.