engleski

O- and C-Ferrocenylalkylation of some Hydroxycarboxylic Acid Esters

The reactions of N,N,N-trimethylferrocylammonium iodides 1 or ferrocenylcarbinyl acetates 2 (m = 0) with sodium salts derived from methyl glycolate and methyl lactate gave 30-80% of ferrocyloxyalkanoates 4 and 22-65% of methyl ethers 5 (m = 0). (V. Kovac, V. Rapic, I. Sušnik and M. Šuprina, J. Organometal. Chem. 530 (1997) 149). Under the similar conditions acetates 2 and bromides 3 (m = 1) did not give esters 4 - in the former case ethers 5, and in the latter case 31-54% of transesterification products 6 were isolated. C-Ferrocylation products 7 (m = 1), and O- / C-ferrocenylethylation products 7 / 8 (m = 2) were obtained by the action of 1 or 2 (m = 0) and 3 (m = 1) on the sodium o-methoxycarbonylphenoxide. The corresponding mechanisms, and the reactions of the products 4-8 will be presented. (N.B: ferrocyl = ferrocenylmethyl)

Ferrocene; O/C- Ferrocenylalkylation; Hidroxycarbolic Esters; Ferrocyloxyalkanoates

nije evidentirano