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Tuning the reaction pathways of phenanthroline-Schiff bases: routes to novel phenanthroline ligands.
Dalton Trans
; 48(40): 15283-15289, 2019 Oct 14.
Article
in English
| MEDLINE
| ID: mdl-31580366
ABSTRACT
Pyrido-phenanthrolin-7-one compounds are structural analogues of the cytotoxic alkaloid, ascididemin, and would be expected to have interesting biological activities. Synthetic strategies are reported for a novel simple route to form this class of ligand. 1,10-Phenanthrolin-5,6-dione reacts with l-phenylalanine alkyl esters and their para-substituted analogues to form both a phenanthroline-oxazine and a pyrido-phenanthrolin-7-one product. The nature of the major product is dependent on the electronic properties of the para substituent. Successful metal coordination to the pyrido-phenanthrolin-7-one ligand is also presented.