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, ¹H- and ¹³C-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 pomoću katalizatora generisanog in situ sa rastvorne anode od cirkonijuma. Većina dobijenih jedinjenja je identifikovana poređenjem njihovih fizičkih i spektroskopskih podataka sa literaturnim, a jedino novo jedinjenje je potpuno opisano spektroskopskim (IR, ¹H- i ¹³C-NMR) i fizičkim 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.