Investigation of complexes of the type η5-C5H5Fe(CO)21-C5H4X) (X = CH3, CONHTs). Crystal and molecular structure of 5-[η5-C5H5Fe(CO)2]-1-[TsNHCO]cyclopentadiene

Michael E. Wright, James F. Hoover, Richard S Glass, Victor W. Day

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

The new complex Fp(η1-C5H4CH3) (2) was prepared and its fluxionality studied. Complex 2 was found to have a higher energy barrier for the fluxional process than the related systems Fp(η1-C5H5), η5-C5Me5Fe(CO)21-C5H5), and Fp(η1-C5H4CONHTs) (3). Reaction of 2 with dimethyl acetylenedicarboxylate gave a mixture of two cycloadducts where the methyl-group was found in the 5- and the 1-position in a ratio of 3 1, respectively. In both cycloadducts the Fp moiety was found regio- and stereoselectively in the 7-position and anti to the carboxylate groups. The molecular structure of crystalline 3 was determined and showed that the CONHTs substituent of the η1-ring was in the 1-position.

Original languageEnglish (US)
Pages (from-to)373-379
Number of pages7
JournalJournal of Organometallic Chemistry
Volume364
Issue number3
DOIs
StatePublished - Apr 4 1989

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Cyclopentanes
Energy barriers
Carbon Monoxide
Molecular Structure
Molecular structure
molecular structure
Crystal structure
Crystalline materials
crystal structure
carboxylates
rings
acetylenedicarboxylic acid dimethyl ester
energy

ASJC Scopus subject areas

  • Biochemistry
  • Chemical Engineering (miscellaneous)
  • Inorganic Chemistry
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Science (miscellaneous)
  • Materials Chemistry

Cite this

Investigation of complexes of the type η5-C5H5Fe(CO)21-C5H4X) (X = CH3, CONHTs). Crystal and molecular structure of 5-[η5-C5H5Fe(CO)2]-1-[TsNHCO]cyclopentadiene. / Wright, Michael E.; Hoover, James F.; Glass, Richard S; Day, Victor W.

In: Journal of Organometallic Chemistry, Vol. 364, No. 3, 04.04.1989, p. 373-379.

Research output: Contribution to journalArticle

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abstract = "The new complex Fp(η1-C5H4CH3) (2) was prepared and its fluxionality studied. Complex 2 was found to have a higher energy barrier for the fluxional process than the related systems Fp(η1-C5H5), η5-C5Me5Fe(CO)2(η1-C5H5), and Fp(η1-C5H4CONHTs) (3). Reaction of 2 with dimethyl acetylenedicarboxylate gave a mixture of two cycloadducts where the methyl-group was found in the 5- and the 1-position in a ratio of 3 1, respectively. In both cycloadducts the Fp moiety was found regio- and stereoselectively in the 7-position and anti to the carboxylate groups. The molecular structure of crystalline 3 was determined and showed that the CONHTs substituent of the η1-ring was in the 1-position.",
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N2 - The new complex Fp(η1-C5H4CH3) (2) was prepared and its fluxionality studied. Complex 2 was found to have a higher energy barrier for the fluxional process than the related systems Fp(η1-C5H5), η5-C5Me5Fe(CO)2(η1-C5H5), and Fp(η1-C5H4CONHTs) (3). Reaction of 2 with dimethyl acetylenedicarboxylate gave a mixture of two cycloadducts where the methyl-group was found in the 5- and the 1-position in a ratio of 3 1, respectively. In both cycloadducts the Fp moiety was found regio- and stereoselectively in the 7-position and anti to the carboxylate groups. The molecular structure of crystalline 3 was determined and showed that the CONHTs substituent of the η1-ring was in the 1-position.

AB - The new complex Fp(η1-C5H4CH3) (2) was prepared and its fluxionality studied. Complex 2 was found to have a higher energy barrier for the fluxional process than the related systems Fp(η1-C5H5), η5-C5Me5Fe(CO)2(η1-C5H5), and Fp(η1-C5H4CONHTs) (3). Reaction of 2 with dimethyl acetylenedicarboxylate gave a mixture of two cycloadducts where the methyl-group was found in the 5- and the 1-position in a ratio of 3 1, respectively. In both cycloadducts the Fp moiety was found regio- and stereoselectively in the 7-position and anti to the carboxylate groups. The molecular structure of crystalline 3 was determined and showed that the CONHTs substituent of the η1-ring was in the 1-position.

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