Ferrocene Compounds XXXVI. Lipase-catalyzed Enantioselective Acetylation of Prochiral 2-(ω-Ferrocenylalkyl)propane-1,3-diols

Experimental and DFT study of 2-ferrocenylpropan-2-ol cyclodimerization products

“…The Cp rings in disubstituted ferrocenyl moiety deviate very slightly from a staggered conformation, whereas in monosubstituted ferrocenyl moiety they deviate very slightly from an eclipsed conformation. The values of the corresponding C-Cg-Cg-C pseudo-torsion angles, defined by joining two eclipsing Cp carbon atoms through the ring centroids (Cg), range from 31.8(4) to 32.6(4) and from 2.7(3) to 3.8 (4) o for disubstituted and monosubstituted ferrocenyl moieties,…”

“…Furthermore, we examined the enzymatic esterification of these prochiral diols in order to determine a degree of desymmetrization depending on the length of the side chain, i.e., the distance between the ferrocene moiety and stereogenic center. 4 The compound 4, 1,2-(1-ferrocenyl-1,3,3-trimethylpropane-1,3-diyl)ferrocene, was prepared as a part of our research on bio-catalyzed acylations of secondary ω-ferrocenylalkanols.…”