Schiff bases derived from hydroxyaryl aldehydes: molecular and crystal structure, tautomerism, quinoid effect, coordination compounds


  • Anita Blagus Department of Chemistry, J. J. Strossmayer University, Franje Kuhača 20, 31 000 Osijek
  • Dominik Cinčić Laboratory of General and Inorganic Chemistry, Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, 10000 Zagreb
  • Tomislav Friščić Laboratory of General and Inorganic Chemistry, Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, 10000 Zagreb
  • Branko Kaitner Laboratory of General and Inorganic Chemistry, Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, 10000 Zagreb
  • Vladimir Stilinović Laboratory of General and Inorganic Chemistry, Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, 10000 Zagreb



Schiff bases, Schiff base complexes, tautomerism, quinoid effect, supramolecular interaction


During the last 50 years a vast number of structural studies on Schiff bases derived from hydroxyaryl aldehydes and their coordination compounds have been undertaken. In this review we present a systematic and brief overview of the most important discoveries and achievements accomplished in this field. The occurrence of Schiff bases (and their complexes) derived from nine most commonly used hydroxyaryl aldehydes in the Cambridge Structural Database (CSD) has been investigated. Keto-enol tautomerism and intramolecular hydrogen bonding in salicylaldimines and naphthaldimines is discussed, with a comment of the most common errors in determining the correct tautomeric form. Also, the interrelationship of crystal packing and the substituents on the Schiff base is studied. Finally, we give a short overview of conformational differences between free Schiff bases and Schiff bases bonded to metal ions as well as some structural characteristics of Schiff base metal complexes.


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How to Cite

Blagus, A., Cinčić, D., Friščić, T., Kaitner, B., & Stilinović, V. (2010). Schiff bases derived from hydroxyaryl aldehydes: molecular and crystal structure, tautomerism, quinoid effect, coordination compounds. Macedonian Journal of Chemistry and Chemical Engineering, 29(2), 117–138.



Structural Chemistry