Structural eludication of some new titanacycles by means of degradation and 13C NMR studies

J. Mattia; D. J. Sikora; D. W. Macomber; M. D. Rausch; J. P. Hickey; G. D. Friesen; L. J. Todd

doi:10.1016/S0022-328X(00)82951-4

Structural eludication of some new titanacycles by means of degradation and ¹³C NMR studies

J. Mattia, D. J. Sikora, D. W. Macomber, M. D. Rausch, J. P. Hickey, G. D. Friesen, L. J. Todd

Medicine - Geriatrics, Palliative and Primary Care (GPPC)

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Abstract

A reaction between diphenyltitanocene and phenyl(pentafluorophenyl)acetylene in refluxing benzene produces 1,1-bis(η⁵-cyclopentadienyl)-2-phenyl-3-(pentafluorophenyl)benzotitanole in 44% yield. Degradation of the product with HCl/CHCl₃ affords titanocene dichloride and Z-1,2-diphenyl-1-(pentafluorophenyl)ethene. Reaction of diphenyltitanocene and phenyl(pentafluorophenyl)acetylene in benzene under photolytic conditions results in the exclusive formation of 1,1-bis(η⁵-cyclopentadienyl)-2,5-diphenyl-3,4-di(pentafluorophenyl)titanole. The latter product can also be obtained in 77% yield from a reaction between titanocene dicarbonyl and phenyl(pentafluorophenyl)acetylene in hexane solution. Application of ¹³C NMR spectroscopy to the structural elucidation of these and related metallacycles is discussed.

Original language	English (US)
Pages (from-to)	441-450
Number of pages	10
Journal	Journal of Organometallic Chemistry
Volume	213
Issue number	2
DOIs	https://doi.org/10.1016/S0022-328X(00)82951-4
State	Published - Jun 23 1981

Bibliographical note

Funding Information:
Acknowledgement is made to the Donors of the Petroleum Research Fund, administered by the American Chemical Society, and to the National Science Foundation for partial support of this research program (M.D.R.).

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title = "Structural eludication of some new titanacycles by means of degradation and 13C NMR studies",

abstract = "A reaction between diphenyltitanocene and phenyl(pentafluorophenyl)acetylene in refluxing benzene produces 1,1-bis(η5-cyclopentadienyl)-2-phenyl-3-(pentafluorophenyl)benzotitanole in 44% yield. Degradation of the product with HCl/CHCl3 affords titanocene dichloride and Z-1,2-diphenyl-1-(pentafluorophenyl)ethene. Reaction of diphenyltitanocene and phenyl(pentafluorophenyl)acetylene in benzene under photolytic conditions results in the exclusive formation of 1,1-bis(η5-cyclopentadienyl)-2,5-diphenyl-3,4-di(pentafluorophenyl)titanole. The latter product can also be obtained in 77% yield from a reaction between titanocene dicarbonyl and phenyl(pentafluorophenyl)acetylene in hexane solution. Application of 13C NMR spectroscopy to the structural elucidation of these and related metallacycles is discussed.",

author = "J. Mattia and Sikora, {D. J.} and Macomber, {D. W.} and Rausch, {M. D.} and Hickey, {J. P.} and Friesen, {G. D.} and Todd, {L. J.}",

note = "Funding Information: Acknowledgement is made to the Donors of the Petroleum Research Fund, administered by the American Chemical Society, and to the National Science Foundation for partial support of this research program (M.D.R.).",

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AU - Sikora, D. J.

AU - Macomber, D. W.

AU - Rausch, M. D.

AU - Hickey, J. P.

AU - Friesen, G. D.

AU - Todd, L. J.

N1 - Funding Information: Acknowledgement is made to the Donors of the Petroleum Research Fund, administered by the American Chemical Society, and to the National Science Foundation for partial support of this research program (M.D.R.).

PY - 1981/6/23

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N2 - A reaction between diphenyltitanocene and phenyl(pentafluorophenyl)acetylene in refluxing benzene produces 1,1-bis(η5-cyclopentadienyl)-2-phenyl-3-(pentafluorophenyl)benzotitanole in 44% yield. Degradation of the product with HCl/CHCl3 affords titanocene dichloride and Z-1,2-diphenyl-1-(pentafluorophenyl)ethene. Reaction of diphenyltitanocene and phenyl(pentafluorophenyl)acetylene in benzene under photolytic conditions results in the exclusive formation of 1,1-bis(η5-cyclopentadienyl)-2,5-diphenyl-3,4-di(pentafluorophenyl)titanole. The latter product can also be obtained in 77% yield from a reaction between titanocene dicarbonyl and phenyl(pentafluorophenyl)acetylene in hexane solution. Application of 13C NMR spectroscopy to the structural elucidation of these and related metallacycles is discussed.

AB - A reaction between diphenyltitanocene and phenyl(pentafluorophenyl)acetylene in refluxing benzene produces 1,1-bis(η5-cyclopentadienyl)-2-phenyl-3-(pentafluorophenyl)benzotitanole in 44% yield. Degradation of the product with HCl/CHCl3 affords titanocene dichloride and Z-1,2-diphenyl-1-(pentafluorophenyl)ethene. Reaction of diphenyltitanocene and phenyl(pentafluorophenyl)acetylene in benzene under photolytic conditions results in the exclusive formation of 1,1-bis(η5-cyclopentadienyl)-2,5-diphenyl-3,4-di(pentafluorophenyl)titanole. The latter product can also be obtained in 77% yield from a reaction between titanocene dicarbonyl and phenyl(pentafluorophenyl)acetylene in hexane solution. Application of 13C NMR spectroscopy to the structural elucidation of these and related metallacycles is discussed.

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