Synthesis of novel ferrocene labelled steroidal derivatives via palladium-catalysed carbonylation. X-ray structure of 17-(N-(4′-((2-ferrocenyl-ethenyl)-carbonyl)-phenyl)carbamoyl)-5 α-androst-16-ene

János Balogh, Virág Zsoldos-Mády, Dávid Frigyes, Attila C. Bényei, Rita Skoda-Földes, Pál Sohár

Research output: Contribution to journalShort survey

13 Citations (Scopus)

Abstract

Homogeneous catalytic carbonylation of some representative steroidal substrates (alkenyl iodides/enol triflates 1-5) has been carried out in the presence of (E)-1-(4′-aminophenyl)-3-ferrocenyl-prop-2-en-1-one (6) as the nucleophile. The products 1a-4a were obtained in moderate to good yield (43-75%) and were characterised with various spectroscopic methods (1H-, 13C NMR, IR, MS). The solid state structure of 17-(N-(4′-((2-ferrocenyl-ethenyl)-carbonyl)-phenyl)-carbamoyl)-5 α-androst-16-ene (1a) has also been determined by X-ray crystallography.

Original languageEnglish
Pages (from-to)1614-1618
Number of pages5
JournalJournal of Organometallic Chemistry
Volume692
Issue number7
DOIs
Publication statusPublished - 1 Mar 2007
Externally publishedYes

Fingerprint

Carbonylation
Nucleophiles
nucleophiles
X ray crystallography
X Ray Crystallography
Palladium
Iodides
iodides
crystallography
palladium
Nuclear magnetic resonance
X-Rays
Derivatives
solid state
X rays
nuclear magnetic resonance
Substrates
synthesis
products
x rays

Keywords

  • Carbonylation
  • Chalcone
  • Ferrocene
  • Palladium
  • Steroids

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

Synthesis of novel ferrocene labelled steroidal derivatives via palladium-catalysed carbonylation. X-ray structure of 17-(N-(4′-((2-ferrocenyl-ethenyl)-carbonyl)-phenyl)carbamoyl)-5 α-androst-16-ene. / Balogh, János; Zsoldos-Mády, Virág; Frigyes, Dávid; Bényei, Attila C.; Skoda-Földes, Rita; Sohár, Pál.

In: Journal of Organometallic Chemistry, Vol. 692, No. 7, 01.03.2007, p. 1614-1618.

Research output: Contribution to journalShort survey

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abstract = "Homogeneous catalytic carbonylation of some representative steroidal substrates (alkenyl iodides/enol triflates 1-5) has been carried out in the presence of (E)-1-(4′-aminophenyl)-3-ferrocenyl-prop-2-en-1-one (6) as the nucleophile. The products 1a-4a were obtained in moderate to good yield (43-75{\%}) and were characterised with various spectroscopic methods (1H-, 13C NMR, IR, MS). The solid state structure of 17-(N-(4′-((2-ferrocenyl-ethenyl)-carbonyl)-phenyl)-carbamoyl)-5 α-androst-16-ene (1a) has also been determined by X-ray crystallography.",
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AU - Balogh, János

AU - Zsoldos-Mády, Virág

AU - Frigyes, Dávid

AU - Bényei, Attila C.

AU - Skoda-Földes, Rita

AU - Sohár, Pál

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N2 - Homogeneous catalytic carbonylation of some representative steroidal substrates (alkenyl iodides/enol triflates 1-5) has been carried out in the presence of (E)-1-(4′-aminophenyl)-3-ferrocenyl-prop-2-en-1-one (6) as the nucleophile. The products 1a-4a were obtained in moderate to good yield (43-75%) and were characterised with various spectroscopic methods (1H-, 13C NMR, IR, MS). The solid state structure of 17-(N-(4′-((2-ferrocenyl-ethenyl)-carbonyl)-phenyl)-carbamoyl)-5 α-androst-16-ene (1a) has also been determined by X-ray crystallography.

AB - Homogeneous catalytic carbonylation of some representative steroidal substrates (alkenyl iodides/enol triflates 1-5) has been carried out in the presence of (E)-1-(4′-aminophenyl)-3-ferrocenyl-prop-2-en-1-one (6) as the nucleophile. The products 1a-4a were obtained in moderate to good yield (43-75%) and were characterised with various spectroscopic methods (1H-, 13C NMR, IR, MS). The solid state structure of 17-(N-(4′-((2-ferrocenyl-ethenyl)-carbonyl)-phenyl)-carbamoyl)-5 α-androst-16-ene (1a) has also been determined by X-ray crystallography.

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