Homogeneous catalytic hydrogenation of long-chain esters by an osmium pincer complex and its potential application in the direct conversion of triglycerides into fatty alcohols

被引:54
作者
Acosta-Ramirez, Alberto [1 ]
Bertoli, Marcello [2 ]
Gusev, Dmitry G. [2 ]
Schlaf, Marcel [1 ]
机构
[1] Univ Guelph, Dept Chem, Guelph, ON N1G 2W1, Canada
[2] Wilfrid Laurier Univ, Dept Chem, Waterloo, ON MS5 3H6, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
NATURAL FATS; HYDROGENOLYSIS;
D O I
10.1039/c2gc15960k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The osmium hydride complexes OsH2(CO)[NH((CH2PPr2)-Pr-i)(2)] (1) and OsHCl(CO)[NH((CH2PPr2)-Pr-i)(2)] (2) were evaluated in the catalytic hydrogenation of hexyl octanoate and cis-3-hexenyl hexanoate to alcohols as model substrates for triglycerides. Both complexes achieve full conversion of the saturated ester at 220 degrees C and 800 psi pressure of hydrogen gas. In the presence of unsaturated substrates, the complexes hydrogenate C=C bonds, but are subsequently ineffective in the reduction of the ester moiety. However complex 1 is capable of hydrogenating fully saturated triglycerides (i.e., hardened fats as obtained by separate initial hydrogenation of seed oils using either 1 or 2 or a standard heterogeneous hydrogenation catalyst) giving cetyl and stearyl alcohols as the main products.
引用
收藏
页码:1178 / 1188
页数:11
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