Novel ferrocenyl-oxazoline ligands: first preparation of non-symmetrical bis(oxazoline)

Abstract

New ferrocenyl-arenylethenyl-oxazoline derivatives have been prepared ( 5– 10) from the mono- and (1,1 ′)-disubstituted (nitrile-ethenylaryl)ferrocene compounds ( 1 and 2) and the appropriated β-aminoalcohol ( 3 and 4) in one step synthesis. The X-ray crystal structure of one of the ferrocenyl-ethenylaryl-oxazoline ( 5) is described, revealing the unusual quasi-planarity of the oxazoline ring with the phenyl and cyclopentadienyl cycles. Two compounds end-capped ( 9 and 10) with both, nitrile and oxazoline groups, are the key intermediates to obtain the non-symmetrical bis(oxazoline) 11, containing two different substituted heterocycles.