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Topic: Effect of organic and inorganic supports?  (Read 1479 times)

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Offline Piciszunyog

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Effect of organic and inorganic supports?
« on: October 10, 2017, 10:43:38 AM »
I study heterogeneous Michael-addition between isobutyraldehyde and N-phenylmaleimide. I immobilized chiral 1,2-diphenylethylenediamine catalyst on polystryrene resin and silicagel supports too.
The first catalyst gave high enantioselectivity and conversion as well. On the other hands when I used the silicagel supported catalyst I achieved much lower values.
I wonder what is the difference between the organic and inorganic supports?
Can the acidic hydroxyl groups of the silica take parts of the reaction?
Any help here would be appreciated.

Offline wildfyr

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Re: Effect of organic and inorganic supports?
« Reply #1 on: October 10, 2017, 11:14:17 AM »
Silica gel is pretty acidic, and michael addition is definitely acid/base sensitive. What if you made a polystyrene resin that had some acidic groups on it too, that could be your "control" to see whether its the acid or the organic-ness that is that source of enantioselectivity or conversion. Were both lower with silica gel?

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