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Telomerization of Myrcene and Catalyst Separation by Thermomorphic Solvent Systems
Author(s) -
Behr Arno,
Johnen Leif,
Vorholt Andreas J.
Publication year - 2010
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201000116
Subject(s) - telomerization , myrcene , diethylamine , chemistry , palladium , organic chemistry , solvent , nucleophile , catalysis , limonene , chromatography , essential oil
Telomerization of common petrochemical 1,3‐dienes such as butadiene and isoprene have long been successful with different nucleophiles; however, the telomerization of the C 10 hydrocarbon myrcene was not known until now. Herein, the first telomerization of the monoterpene myrcene with diethylamine is discussed, which provides an atom‐economical way of generating C 20 amines in a single step. Variation of the palladium precursors and phosphorous ligands and optimization of solvent and additives led to the optimum catalyst system [Pd(MeCN) 4 ](BF 4 ) 2 /PPh 3 . By using a thermomorphic solvent system, the Pd complex can be easily separated with low leaching values.