Octacarbonyl dicobalt-catalyzed selective transformation of ethyl diazoacetate into organic products containing the ethoxycarbonyl carbene building block

Robert Tuba, F. Ungváry

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

In the presence of 1 mol% octacarbonyl dicobalt ethyl diazoacetate can be transformed at room temperature and carbon monoxide pressure selectively into diethyl 2-diazo-3-oxo-pentanedicarboxylate or in the presence of an alcohol (methanol, ethanol, tert-butanol), phenol or diethylamine into the corresponding malonic acid derivatives in high yields. Ethoxycarbonyl-carbene-bridged dicobalt carbonyl complexes [μ 2-{ethoxycarbonyl(methylene)}-μ 2-(carbonyl)-bis(tricarbonyl-cobalt) (Co-Co)] and [di-μ 2(ethoxycarbonyl(methylene)}-bis(tricarbony-cobalt)(Co-Co)] proved to be intermediates in the catalytic reactions.

Original languageEnglish
Pages (from-to)59-67
Number of pages9
JournalJournal of Molecular Catalysis A: Chemical
Volume203
Issue number1-2
DOIs
Publication statusPublished - Sep 1 2003

Fingerprint

carbenes
Cobalt
methylene
cobalt
tert-Butyl Alcohol
Carbon Monoxide
products
Phenol
Butenes
Carbon monoxide
phenols
carbon monoxide
Phenols
Methanol
alcohols
Alcohols
Ethanol
ethyl alcohol
methyl alcohol
Derivatives

Keywords

  • Carbene transfer
  • Octacarbonyl dicobalt

ASJC Scopus subject areas

  • Catalysis
  • Process Chemistry and Technology

Cite this

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abstract = "In the presence of 1 mol{\%} octacarbonyl dicobalt ethyl diazoacetate can be transformed at room temperature and carbon monoxide pressure selectively into diethyl 2-diazo-3-oxo-pentanedicarboxylate or in the presence of an alcohol (methanol, ethanol, tert-butanol), phenol or diethylamine into the corresponding malonic acid derivatives in high yields. Ethoxycarbonyl-carbene-bridged dicobalt carbonyl complexes [μ 2-{ethoxycarbonyl(methylene)}-μ 2-(carbonyl)-bis(tricarbonyl-cobalt) (Co-Co)] and [di-μ 2(ethoxycarbonyl(methylene)}-bis(tricarbony-cobalt)(Co-Co)] proved to be intermediates in the catalytic reactions.",
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AU - Ungváry, F.

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N2 - In the presence of 1 mol% octacarbonyl dicobalt ethyl diazoacetate can be transformed at room temperature and carbon monoxide pressure selectively into diethyl 2-diazo-3-oxo-pentanedicarboxylate or in the presence of an alcohol (methanol, ethanol, tert-butanol), phenol or diethylamine into the corresponding malonic acid derivatives in high yields. Ethoxycarbonyl-carbene-bridged dicobalt carbonyl complexes [μ 2-{ethoxycarbonyl(methylene)}-μ 2-(carbonyl)-bis(tricarbonyl-cobalt) (Co-Co)] and [di-μ 2(ethoxycarbonyl(methylene)}-bis(tricarbony-cobalt)(Co-Co)] proved to be intermediates in the catalytic reactions.

AB - In the presence of 1 mol% octacarbonyl dicobalt ethyl diazoacetate can be transformed at room temperature and carbon monoxide pressure selectively into diethyl 2-diazo-3-oxo-pentanedicarboxylate or in the presence of an alcohol (methanol, ethanol, tert-butanol), phenol or diethylamine into the corresponding malonic acid derivatives in high yields. Ethoxycarbonyl-carbene-bridged dicobalt carbonyl complexes [μ 2-{ethoxycarbonyl(methylene)}-μ 2-(carbonyl)-bis(tricarbonyl-cobalt) (Co-Co)] and [di-μ 2(ethoxycarbonyl(methylene)}-bis(tricarbony-cobalt)(Co-Co)] proved to be intermediates in the catalytic reactions.

KW - Carbene transfer

KW - Octacarbonyl dicobalt

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