The design and synthesis of binuclear and poly nuclear transition metal complexes with macrocyclic Schiff base ligands.i m doing work on this topic
As you must be knowing that Imine bond is prone to hydrolysis. The rate of hydrolysis gets speeded up in presence of acid or base. The stationary phase used in column like silica or alumina have acidic sites which prompt the acid hydrolysis of the imine leading to the loss of product imine (in general case) so column chromatography is not sometimes a good choice in case of schiff bases or imines.
As you must be knowing that Imine bond is prone to hydrolysis. The rate of hydrolysis gets speeded up in presence of acid or base. The stationary phase used in column like silica or alumina have acidic sites which prompt the acid hydrolysis of the imine leading to the loss of product imine (in general case) so column chromatography is not sometimes a good choice in case of schiff bases or imines.
One may try phases such as cyano and diol, which can be run run as normal phase and yet shield the product from the silica surface. For an example with an epoxide which also decomposes on silica, see: http://www.isco.com/WebProductFiles/Applications/101/Application_Notes/AN100_Purification%20of%20Delicate%20Compounds%20with%20RediSep%20Rf%20Gold(r)%20Diol%20and%20Cyano%20Columns.pdf
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