Weitgenant Jeremy A, Mortison Jonathan D, O'Neill David J, Mowery Brendan, Puranen Anders, Helquist Paul
Department of Chemistry and Biochemistry and Walther Cancer Research Center, 251 Nieuwland Science Hall, University of Notre Dame, Notre Dame, Indiana 46556, USA.
J Org Chem. 2004 Apr 16;69(8):2809-15. doi: 10.1021/jo0303416.
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.
1,10 - 菲咯啉在二碘化钐存在下与醛和酮反应生成2 - (1 - 羟烷基)-1,10 - 菲咯啉。羟烷基取代基可以通过多种方式进行官能化或去除,以允许进一步的配体变化。羰基偶联反应也可以重复进行以提供2,9 - 二取代菲咯啉。综上所述,这些操作可方便地获得大量菲咯啉衍生物,用作催化剂探索的配体库。