Original scientific paper

Ferrocene Compounds. XXXV. Reactions of 1,1'-Ferrocenylenebis(carbinyl acetate) and Derived Quaternary Iodide with Hydroxyalkanoates

Veronika Kovač ; Faculty of Food Technology and Biotechnology, University of Zagreb, 10000 Zagreb, Croatia
Vladimir Rapić ; Faculty of Food Technology and Biotechnology, University of Zagreb, 10000 Zagreb, Croatia

Abstract

Biscarbinol, 1,1'-Fn[CH(CH₃)OH)]₂ (1), and the corresponding bis(carbinyl acetate) 2 were prepared according to the described procedures. Amination of bisacetate 2 with Me₂NH and subsequent quaternization of the intermediate amine 3 gave iodide 4. By the action of alkoxides derived from methyl glycolate and methyl lactate on acetate 2 or salt 4, unsaturated ether 5 (8–22 %), unsaturated esters 6a (6b) (2–18 %) and ester-ethers 7a (7b) (6–15 %) were obtained. The structure of heteroannularly substituted nonsymmetric ferrocene derivatives 5–7 was undoubtedly confirmed by elemental and spectroscopic analyses, and the reaction mechanisms of their formation were proposed.

Keywords

α,α'-(1,1'-ferrocenylene)bisethanol; α,α'-(1,1'-ferrocenylene)bis(ethyl; acetate) and derived quaternary iodide; methyl glycolate; methyl lactate

Hrčak ID:

103078

URI

https://hrcak.srce.hr/103078

Publication date:

30.4.2003.

Visits: 927 *