How can prepare a condensation product of a primary diamine and two different aldehydes without have too many side product?
by stepwise condensation of a primary diamine with two different aldehydes or ketones ( especially aromatic ones) in the ratio 1:1:1- refluxing the first pair of aldehyde and primary amine for about 2hours (1:1), then adding the other aldehyde ( equimolar ratio) and refluxing for another 2-3hours will facilitate the synthesis of an asymmetric Schiff base
i don't think the above will fit for many reason.instead you can try another ways, first you can used bulky carbonyl compound such as Dehydroacetic acid for the first step wise then use the product in second step. or you can just use the two aldehydes in the same time with diamine if they are similar in reactivity such as two derivatives of benzaldehyde . if you can get the product in this way and separate it as a solid its okay. if not you can used in situ method and don't isolated the ligand , after completion of reaction (tested by TLC) add the metal salt and refluxed for another 1-2 hours, you should get a desire product. if all these ways not work you can try the template method
I think it is hard to get the desired product directly from condensation reaction. Maybe you can try to oxidize the amine to imine (Schiff base) as the final step.
Please have a look at these useful links.
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Bidentate Schiff,s base ligand can be synthesized by reacting 1 mole of ethylene diamine with 2 moles of alkyl/aryl aldehyde in ethanol with constant stirring and warming on water bath for 3hrs., By concentrating reaction mixture , solid separates out on cooling to get desired product.
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