Convenient synthesis of 6, 6-bicyclic malonamides: A new class of conformationally preorganized ligands for f-block ion binding

BW Parks, RD Gilbertson, DW Domaille…

Index: Parks, Bevin W.; Gilbertson, Robert D.; Domaille, Dylan W.; Hutchison, James E. Journal of Organic Chemistry, 2006 , vol. 71, # 26 p. 9622 - 9627

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Citation Number: 13

Abstract

A general synthetic approach was developed for the preparation of a series of 6, 6-bicyclic malonamides, a class of ligands that provide a preorganized binding site for f-block ions (particularly trivalent lanthanides). The approach described is convenient to introduce a variety of functional groups at the amide nitrogens to tune the properties of the ligand without altering the preorganized binding. Each of the ten derivatives (that represent a range of ...