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Electrochemically reduced tungsten‐based active species as catalysts for cross‐metathesis reactions: cross‐metathesis of erucic acid with 2‐octene
Author(s) -
Çetinkaya Sevil,
Düz Bülent,
İmamoǧlu Yavuz
Publication year - 2004
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.567
Subject(s) - chemistry , metathesis , catalysis , yield (engineering) , octene , 1 octene , salt metathesis reaction , organic chemistry , medicinal chemistry , ethylene , polymerization , materials science , metallurgy , polymer
The cross‐metathesis of erucic acid, (CH 3 (CH 2 ) 7 CHCH(CH 2 ) 11 COOH), with an excess of 2‐octene in the presence of an electrochemically produced tungsten‐based catalyst has been studied. Cross‐ and self‐hydrocarbon products, viz. 2‐undecene (C 11 ), 6‐dodecene (C 12 ) and 6‐pentadecene (C 15 ), were detected. The influence of several parameters, such as the 2‐octene/erucic acid and 2‐octene/catalyst ratios and the reaction time, on the yield of the cross‐metathesis product, 6‐pentadecene, was studied. The cross‐metathesis of functionalized olefins in the presence of an Al–e − –WCl 6 –CH 2 Cl 2 system has not been reported in the literature so far. The cross‐metathesis products in the presence of this catalyst system can be obtained with high yield and high specificity. Copyright © 2004 John Wiley & Sons, Ltd.