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Ferrocene Compounds. XXVIII. Synthesis of 2-(Ferrocenylalkyl)- and 2-[Ferrocenyl(phenyl)alkyl]-1,3-propanediols and Their Acetates

Jasmina Lapić ; 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

Puni tekst: engleski, pdf (132 KB) str. 755-771 preuzimanja: 338* citiraj
APA 6th Edition
Lapić, J. i Rapić, V. (2000). Ferrocene Compounds. XXVIII. Synthesis of 2-(Ferrocenylalkyl)- and 2-[Ferrocenyl(phenyl)alkyl]-1,3-propanediols and Their Acetates. Croatica Chemica Acta, 73 (3), 755-771. Preuzeto s https://hrcak.srce.hr/132015
MLA 8th Edition
Lapić, Jasmina i Vladimir Rapić. "Ferrocene Compounds. XXVIII. Synthesis of 2-(Ferrocenylalkyl)- and 2-[Ferrocenyl(phenyl)alkyl]-1,3-propanediols and Their Acetates." Croatica Chemica Acta, vol. 73, br. 3, 2000, str. 755-771. https://hrcak.srce.hr/132015. Citirano 21.09.2020.
Chicago 17th Edition
Lapić, Jasmina i Vladimir Rapić. "Ferrocene Compounds. XXVIII. Synthesis of 2-(Ferrocenylalkyl)- and 2-[Ferrocenyl(phenyl)alkyl]-1,3-propanediols and Their Acetates." Croatica Chemica Acta 73, br. 3 (2000): 755-771. https://hrcak.srce.hr/132015
Harvard
Lapić, J., i Rapić, V. (2000). 'Ferrocene Compounds. XXVIII. Synthesis of 2-(Ferrocenylalkyl)- and 2-[Ferrocenyl(phenyl)alkyl]-1,3-propanediols and Their Acetates', Croatica Chemica Acta, 73(3), str. 755-771. Preuzeto s: https://hrcak.srce.hr/132015 (Datum pristupa: 21.09.2020.)
Vancouver
Lapić J, Rapić V. Ferrocene Compounds. XXVIII. Synthesis of 2-(Ferrocenylalkyl)- and 2-[Ferrocenyl(phenyl)alkyl]-1,3-propanediols and Their Acetates. Croatica Chemica Acta [Internet]. 2000 [pristupljeno 21.09.2020.];73(3):755-771. Dostupno na: https://hrcak.srce.hr/132015
IEEE
J. Lapić i V. Rapić, "Ferrocene Compounds. XXVIII. Synthesis of 2-(Ferrocenylalkyl)- and 2-[Ferrocenyl(phenyl)alkyl]-1,3-propanediols and Their Acetates", Croatica Chemica Acta, vol.73, br. 3, str. 755-771, 2000. [Online]. Dostupno na: https://hrcak.srce.hr/132015. [Citirano: 21.09.2020.]

Sažetak
Reaction of the appropriate reagent Fc(CH2)nCHRX (1-3, 6, and 9) with sodium salt of diethyl malonate in dry xylene gave 81-91% of the corresponding diethyl (ferrocenylalkyl)malonate or diethyl ferrocenyl(phenyl)alkylmalonate (11). Using Fc(CH2)nCHRX (4, 7, 8 and 10) under similar reaction conditions, transesterification products - ethyl ferrocenylalkyl malonates or ethyl ferrocenyl(phenyl)-alkyl malonates (12) were obtained. Reduction of condensation Products 11 with lithium aluminium hydride in diethyl ether gave the corresponding diols 13 (45-66%), which will be in further studies subjected to lipase-mediated transformations with vinyl acetate to chiral monoacetates. By the action of acetic anhydride on diols 13 in a benzene solution, the corresponding mono- 14 (25-52%) and diacetates 15 (36-51%) were obtained.

Ključne riječi
ferrocene compounds; diethyl (ferrocenylalkyl)malonates; ethyl ferrocenylalkyl malonates; 2-ferrocenylalkyl-1,3-propanediols and their acetates

Hrčak ID: 132015

URI
https://hrcak.srce.hr/132015

Posjeta: 473 *