Synthesis and Structural Studies of 1,1‘-Bis-Amino-Functionalized Ferrocenes, Ferrocene Salts, and Ferrocenium Salts

Having isolated and characterized a series of sodium cyclopentadienide salts, we have synthesized a number of
1,1‘-bis-amino-functionalized ferrocenes, 1,1‘-bis-amino-functionalized ferrocene salts, and 1,1‘-bis-amino-functionalized
ferrocenium salts. Among these are the first crystallographically characterized examples of cyclopentadienyl units
containing (piperidin-N-ylethyl)- and (pyrid-2-ylmethyl)cyclopentadienyl side chains. In the cases of some of the
ferrocenes, ferrocene salts, and ferrocenium salts, there are some interesting structural features in the solid state.
These include C−H···N and C−H···π cloud interactions as well as N−H···O and N−H···F hydrogen bonds.