Publication Date:
2012-02-18
Description:
Taking the regio- and chemoselectivities of our iron complex precursors with pyridine core in aerobic oxidations into account, we envisioned a more effective influence on catalytic properties by the introduction of different substituents in 4-position of the pyridine moiety. The synthesis of these novel 4-substituted (pyridine-2,6-diyl)dipropanoic acids 4 is described. Analogously to the unsubstituted derivative, ligands 4 reacted with Fe(ClO 4 ) 3 to form trinuclear Fe 3 ( μ 3 -O) complexes 3 , which were tested in the aerobic Gif -type oxidation of α -pinene to myrtenol, verbenone, myrtenal, and pinene oxide. The electronic nature of the substituents was found to slightly effect the ratio of allylic oxidation/epoxidation, whereas its influence on the oxidation preference of secondary to primary C H bonds is negligible as compared to the unsubstituted complex.
Print ISSN:
0018-019X
Electronic ISSN:
1522-2675
Topics:
Chemistry and Pharmacology
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