1,1′-Di(arylamino)ferrocenes. A new family of privileged [N,N] ligands with tunable steric control for applications in homogeneous organometallic catalysis and coordination chemistry

Abstract

Fe[(C5H4)NHPh]2 (2a) was prepared from 1,1′-dibromoferrocene and N-phenylacetamide by an Ullmann reaction and subsequent basic solvolysis of the coupling product Fe[(C5H 4)N(COMe)Ph]2 (1a). This solvolysis failed in the case of the bulkier Fe[(C5H4)N(COMe)(2,6-Me2C 6H3)]2 (1b). Fe[(C5H 4)N(2,6-Me2C6H3)]2 (2b) and Fe[(C5H4)N(2,4,6-iPr3C6H 2)]2 (2c) were obtained by Hartwig-Buchwald type cross-coupling of 1,1′-diaminoferrocene with the respective aryl bromide.