Chemical Forums
Chemistry Forums for Students => Organic Chemistry Forum => Organic Chemistry Forum for Graduate Students and Professionals => Topic started by: g_orbital on November 13, 2006, 10:24:12 AM
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I try to figure out the mechanism of hydrogenation from amide to imine by Schwartz's reagent (ZrHClCp2). I understand that the first intermediate is addition of the amide's oxygen to the Metal (Zr) but I don't understand how does this intermediate converts into imine.
Thank you very much indeed (Herewith attached the general scheme).
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When the amide attacks the Zr, it should displace the Cl, not the H, so in your second structure you should still have an H attached to the metal center. Then it's pretty much an addition-elimination mechanism like with esterification of a carboxylic acid. Your byproduct should be Cp2Zr=O
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I don't know because I've never been able to get the Schwartz reagent to do anything for me. Never worked