Samarium-promoted coupling of 1,10-phenanthroline with carbonyl compounds for synthesis of new ligands.
1,10-Phenanthroline reacts with aldehydes and ketones in the presence of samarium diiodide to produce 2-(1-hydroxyalkyl)-1,10-phenanthrolines. The hydroxyalkyl substituent can be functionalized in numerous ways or removed to permit further ligand variation. The carbonyl coupling reaction can also be repeated to provide 2,9-disubstituted phenanthrolines. Taken together, these operations provide ready access to a large number of phenanthroline derivatives to serve as ligand libraries for catalyst exploration.
Weitgenant
Jeremy A
JA
Department of Chemistry and Biochemistry and Walther Cancer Research Center, 251 Nieuwland Science Hall, University of Notre Dame, Notre Dame, Indiana 46556, USA.
Mortison
Jonathan D
JD
O'Neill
David J
DJ
Mowery
Brendan
B
Puranen
Anders
A
Helquist
Paul
P