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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: kohd on May 20, 2004, 05:09:08 AM

Title: salen-type schiff bases
Post by: kohd on May 20, 2004, 05:09:08 AM
Anyone know a detailed prep for the schiff base ligands of 2,6-diformyl-4-methylphenol and diamines? Most just say reflux in ethanol only this leads to insoluble and/or sticky side products. Thanks for any help
Title: Re:salen-type schiff bases
Post by: ssrimurugan on June 03, 2004, 12:32:10 PM
Hallo friend,

So what u get as a sticky material may actually be either a polymer or a macrocycle (insoluble in EtOH; but soluble in CH2Cl2, CHCl3...). This is a general way to synthesis these materials.
Title: Re:salen-type schiff bases
Post by: movies on July 20, 2004, 02:47:31 PM
I've made Schiff base, salen type ligands by the "refluxing ethanol" method before and it worked fine, but I was using aromatics with only one aldehyde.  That second aldehyde on your aromatic portion may be leading to polymerization, as suggested above.  I don't think that I encountered any gummy residue, the reaction was pretty clean.