SELECTIVE REDUCTION OF CITRAL BY MEANS OF PLATINUM-OXIDE PLATINUM BLACK AND A PROMOTER. XII1

SELECTIVE REDUCTION OF CITRAL BY MEANS OF PLATINUM-OXIDE PLATINUM BLACK AND A PROMOTER. XII1
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DOI:
10.1021/ja01413a026
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发表时间:
1926-02
影响因子:
15
通讯作者:
R. Adams;B. S. Garvey
R. Adams;B. S. Garvey
中科院分区:
化学1区
文献类型:
--
作者:
R. Adams;B. S. Garvey

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The use of an iron salt as a promoter to platinum-oxide platinum black in the catalytic reduction of aldehydes has recently been applied to the reduction of an< x,/3-unsaturated aldehyde, cinnamic aldehyde. 11 It was found possible to reduce the aldehyde group first and completely to an alcohol before the olefin linkage was attacked, although other catalytic methods caused the reduction of the olefin to take place before the alde-hyde. This paper describes a study of the reduction of citral in order to determine whether the course of the reduction of other,/3-unsaturated aldehydes may be directed and controlled by poisoning or promoting the catalyst.No satisfactory reducing reagents otherthan catalytic have been used with citral. Enklaar, 3using finely divided nickel as a catalyst with tem-peratures of 130-140, obtained a mixture of geraniol (II), citronellol (III), a hydrocarbon and cyclic alcohol. Even a more complex mixture was obtained with copper as a catalyst. Skita4 using colloidalpalladium obtained a mixture of citronellal, citronellol and a considerable amount of a dimolecular aldehyde, which are analogous products to those obtained by reductionof other, ß-unsaturated aldehydes.