B. Bildstein et al., FUNCTIONALIZED PENTAMETHYLFERROCENES - SYNTHESIS, STRUCTURE, AND ELECTROCHEMISTRY, Journal of organometallic chemistry, 540(1-2), 1997, pp. 127-145
The advantageous properties of the Cp ligand - intensified electron d
onation, steric bulk, and enhanced solubility in comparison to the ubi
quitous Cp ligand - are finding increasing use in organometallic chemi
stry. A systematic evaluation of synthetic routes to pentamethylferroc
ene compounds with a wide range of functionalities, including carboxyl
, carbonyl, aminomethyl, vinyl, ethynyl, fulvenyl, cyclopentadienylmet
hyl, and others is reported, Spectroscopic, structural, and electroche
mical properties of such functionalized pentamethylferrocenes Fc(/2)-
R compared to those of non-methylated ferrocenes Fc-R. The electronic
influence of the Cp ligand in these unsymmetrical ferrocenes Fc(*/2)-
R has been studied by cyclic voltammetry measurements, demonstrating a
decrease in oxidation potential of -0.276 V in direct comparison to n
on-methylated ferrocenes Fc-R. (C) 1997 Elsevier Science S.A.