ELECTROCHEMICAL GENERATION OF A CATALYST FOR MICHAEL ADDITION OF DICARBONYL COMPOUNDS AND CYANIDE ANION TO ACRYLOYLFERROCENE

Abstract

Michael addition of diethyl malonate, ethyl acetoacetate, acetylacetone, and cyanide anion to acryloylferrocene promoted by a catalyst in situ generated from a sacrificial zirconium anode is described. Most of the obtained compounds were identified by comparison of their spectral and physical data with those published elsewhere, whereas the only newly synthesized compound - diethyl 2,2-bis(3-ferrocenyl-3-oxopropyl)malonate - was completely characterized by spectral (IR, 1 H- and 13 C-NMR), physical and crystallographic (single-crystal X-ray)  data. ELEKTROHEMIJSKO GENERISANJE KATALIZATORA ZA MAJKLOVU ADICIJU DIKARBONILNIH JEDINJENJA I CIJANIDA NA AKRILOILFEROCEN Opisana je Majklova adicija dietil-malonata, etil-acetoacetata, acetilacetona i cijanidnog anjona na akriloilferocen pomocu katalizatora generisanog in situ sa rastvorne anode od cirkonijuma. Vecina dobijenih jedinjenja je identifikovana poređenjem njihovih fizickih i spektroskopskih podataka sa literaturnim, a jedino novo jedinjenje je potpuno opisano spektroskopskim (IR, 1 H- i 13 C-NMR) i fizickim podacima, kao i podacima iz kristalografske analize X-zracima. HIGHLIGHTS Michael addition of diethyl malonate, ethyl acetoacetate, acetylacetone, and cyanide anion to acryloylferrocene is described. Reaction was promoted by a catalyst in situ generated from a sacrificial zirconium anode. Diethyl 2,2-bis(3-ferrocenyl-3-oxopropyl)malonate, a new compound, was completely characterized by spectral, physical and crystallographic data. Other obtained compounds were identified by comparison of their spectral and physical data with those published elsewhere.