A series of ketoimines bearing quinolyl pendants was prepared through Schiff base condensation of 1,3-diketones (2,4-pentanedione, benzoylmethane, and 1-benzoylacetone) and 8-aminoquinoline or 8-amino-2-methylquinoline. The ketoimines were isolated in 46-90% yield and characterized spectroscopically and crystallographically. Reaction of the ketoimines with magnesium 4-methylbenzylalkoxide yielded octahedral magnesium complexes in 67-90% yield. The spectroscopic and crystallographic properties of the magnesium complexes were explored. Structures of 1, 4, 8, 10, and 11 are reported.
Bibliographical noteFunding Information:
This work was funded in part through Tooma Undergraduate Research Fellowships and the generous support of Pepperdine University undergraduate research programs. We would like to thank Daphne Green and Paul Pestano for their laboratory support and Nathan Fisher for his work on related ligands and complexes. Instrumentation was maintained and made available through the support of David Green (Pepperdine University), Phil Hampton (California State University, Channel Islands, 500 MHz 1 H and 125 MHz 13 C NMR and X-ray crystallography of 1 and 4 ), Saeed Khan (University of California, Los Angeles, X-ray crystallography of 8 , 10 , and 11 ), and Greg Khitrov (University of California, Los Angeles Molecular Instrumentation Center – Mass Spectrometry Facility in the Department of Chemistry). The mass spectrometry data was collected through a project described and supported by Grant Numbers S10-RR024605 and S10-RR025631 from the National Center for Research Resources . The content is solely the responsibility of the authors and does not necessarily represent the official views of the National Center for Research Resources or the National Institutes of Health.
- Magnesium complexes
- Schiff base
- X-ray crystallography