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Natural Science Forum / Chemistry / Organic Synthesis / March 2005



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Help protecting double bonds

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G. Borioni - 10 Mar 2005 09:51 GMT
How can I protect double bonds during a Hydrogenolysis with H2 and Pd/C?
Andreas Hennig - 11 Mar 2005 10:20 GMT
Not really a protection strategy, but bromination a elimination might help?

G. Borioni schrieb:

> How can I protect double bonds during a Hydrogenolysis with H2 and Pd/C?
News Subsystem - 14 Mar 2005 09:12 GMT
> How can I protect double bonds during a Hydrogenolysis with H2 and
> Pd/C?

Poison the catalyst.  Use low (atmosphereic) pressure.  Use low temperature.
Probably more depends on what else you are reducing.  Maybe try an
alternative redcution process?

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Ron Jones

Don't repeat history, see unreported near misses in chemical lab/plant
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Andreas Hennig - 14 Mar 2005 09:12 GMT
Not really a protection strategy, but bromination a elimination might help?

G. Borioni schrieb:

> How can I protect double bonds during a Hydrogenolysis with H2 and Pd/C?
Stephan Bird - 14 Mar 2005 09:13 GMT
> How can I protect double bonds during a Hydrogenolysis with H2 and
> Pd/C?

Couple of ideas...

http://tinyurl.com/4dagw  or http://tinyurl.com/6ampc

What are you planning on reducing with the hydrogenation - there may be
other (electro)chemical methods of doing it that won't require the protect /
deprotect pair of reactions.

Stephan
--
Stephan Bird MChem(Hons) AMRSC stephan.j.bird@mad.scientist.comREMOVE
"Chance favours the prepared mind" Louis Pasteur
 
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