Investigation of complexes of the type η5-C5H5Fe(CO)2(η1-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

doi:10.1016/0022-328X(89)87146-3

Investigation of complexes of the type η⁵-C₅H₅Fe(CO)₂(η¹-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

Chemistry and Biochemistry

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

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.

Original language	English (US)
Pages (from-to)	373-379
Number of pages	7
Journal	Journal of Organometallic Chemistry
Volume	364
Issue number	3
DOIs	https://doi.org/10.1016/0022-328X(89)87146-3
State	Published - Apr 4 1989

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1016/0022-328X(89)87146-3

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Investigation of complexes of the type η⁵-C₅H₅Fe(CO)₂(η¹-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. et al.
In: Journal of Organometallic Chemistry, Vol. 364, No. 3, 04.04.1989, p. 373-379.

Research output: Contribution to journal › Article › peer-review

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title = "Investigation of complexes of the type η5-C5H5Fe(CO)2(η1-C5H4X) (X = CH3, CONHTs). Crystal and molecular structure of 5-[η5-C5H5Fe(CO)2]-1-[TsNHCO]cyclopentadiene",

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.",

author = "Wright, \{Michael E.\} and Hoover, \{James F.\} and Glass, \{Richard S.\} and Day, \{Victor W.\}",

note = "Funding Information: M.E.W. wishes to thank the Office of the Vice President for Research at Utah State University for partial funding of this work. R.S.G. makes acknowledgement to the donors of the Petroleum Research Fund, administered by the American Chemical Society, for partial support of this research.",

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T1 - Investigation of complexes of the type η5-C5H5Fe(CO)2(η1-C5H4X) (X = CH3, CONHTs). Crystal and molecular structure of 5-[η5-C5H5Fe(CO)2]-1-[TsNHCO]cyclopentadiene

AU - Wright, Michael E.

AU - Hoover, James F.

AU - Glass, Richard S.

AU - Day, Victor W.

N1 - Funding Information: M.E.W. wishes to thank the Office of the Vice President for Research at Utah State University for partial funding of this work. R.S.G. makes acknowledgement to the donors of the Petroleum Research Fund, administered by the American Chemical Society, for partial support of this research.

PY - 1989/4/4

Y1 - 1989/4/4

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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Investigation of complexes of the type η⁵-C₅H₅Fe(CO)₂(η¹-C₅H₄X) (X = CH₃, CONHTs). Crystal and molecular structure of 5-[η⁵-C₅H₅Fe(CO)₂]-1-[TsNHCO]cyclopentadiene

Abstract

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