Acceleration of transfer-hydrogenation of cyclohexene with palladium catalysts in the presence of polysaccharides

Communication

JOURNAL 1771

Organic Communications

VOLUME & ISSUE

Year: 2020 Issue: 3 July-September

PAGES

p.138 - 145

DOI ADDRESS

http://doi.org/10.25135/acg.oc.83.20.08.1771

STATISTICS

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AUTHORS

Oshrat Levy-Ontman
Ying Wei
Stanislav Shaklein
Eyal Tzur
Adi Wolfson

GRAPHICAL ABSTRACT

ABSTRACT

Transfer hydrogenation of alkenes is a very attractive reduction pathway, as it does not involve hazardous metal hydrides or high pressure hydrogen. It can be easily performed with isopropanol as the solvent and hydrogen donor, using a homogenous or heterogeneous palladium catalyst. We present here, for the first time, that the addition of a xerogel composed of natural polysaccharides to the transfer hydrogenation of cyclohexene with palladium salts or Pd/C in isopropanol tremendously increased the reaction activity rate. The Carrageenans forms, and especially iota, were found to be the most useful additives in the two scales that were tested.

KEYWORDS

cyclohexene;
palladium catalyst
transfer hydrogenation