Effect of fluorine and trifluoromethyl substitution on the donor properties and stereodynamical behaviour of triarylphosphines

James A.S. Howell; Natalie Fey; Jonathan D. Lovatt; Paul C. Yates; Patrick McArdle; Desmond Cunningham; Einat Sadeh; Hugo E. Gottlieb; Zeev Goldschmidt; Michael B. Hursthouse; Mark E. Light

doi:10.1039/a903211h

Effect of fluorine and trifluoromethyl substitution on the donor properties and stereodynamical behaviour of triarylphosphines

James A.S. Howell, Natalie Fey, Jonathan D. Lovatt, Paul C. Yates, Patrick McArdle, Desmond Cunningham, Einat Sadeh, Hugo E. Gottlieb, Zeev Goldschmidt, Michael B. Hursthouse, Mark E. Light

Department of Chemistry

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

57 Scopus citations

Abstract

A series of 2-, 3- or 4-trifluoromethyl substituted triarylphosphines and their oxide, chalcogenide and Fe(CO)₄ derivatives have been prepared and characterised spectroscopically and crystallographically. Electronic effects of CF₃ substitution are cumulative and felt equally in the 2, 3 or 4 position. Substitution in the 2 position substantially hinders the complexing ability for steric reasons. Correlated P-C rotation in the 2-substituted derivatives has been analysed by variable temperature NMR and molecular mechanics calculations.

Original language	English
Pages (from-to)	3015-3028
Number of pages	14
Journal	Journal of the Chemical Society. Dalton Transactions
Issue number	17
DOIs	https://doi.org/10.1039/a903211h
State	Published - 7 Sep 1999

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Howell, J. A. S., Fey, N., Lovatt, J. D., Yates, P. C., McArdle, P., Cunningham, D., Sadeh, E., Gottlieb, H. E., Goldschmidt, Z., Hursthouse, M. B., & Light, M. E. (1999). Effect of fluorine and trifluoromethyl substitution on the donor properties and stereodynamical behaviour of triarylphosphines. Journal of the Chemical Society. Dalton Transactions, (17), 3015-3028. https://doi.org/10.1039/a903211h

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abstract = "A series of 2-, 3- or 4-trifluoromethyl substituted triarylphosphines and their oxide, chalcogenide and Fe(CO)4 derivatives have been prepared and characterised spectroscopically and crystallographically. Electronic effects of CF3 substitution are cumulative and felt equally in the 2, 3 or 4 position. Substitution in the 2 position substantially hinders the complexing ability for steric reasons. Correlated P-C rotation in the 2-substituted derivatives has been analysed by variable temperature NMR and molecular mechanics calculations.",

author = "Howell, {James A.S.} and Natalie Fey and Lovatt, {Jonathan D.} and Yates, {Paul C.} and Patrick McArdle and Desmond Cunningham and Einat Sadeh and Gottlieb, {Hugo E.} and Zeev Goldschmidt and Hursthouse, {Michael B.} and Light, {Mark E.}",

year = "1999",

month = sep,

day = "7",

doi = "10.1039/a903211h",

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Howell, JAS, Fey, N, Lovatt, JD, Yates, PC, McArdle, P, Cunningham, D, Sadeh, E, Gottlieb, HE, Goldschmidt, Z, Hursthouse, MB & Light, ME 1999, 'Effect of fluorine and trifluoromethyl substitution on the donor properties and stereodynamical behaviour of triarylphosphines', Journal of the Chemical Society. Dalton Transactions, no. 17, pp. 3015-3028. https://doi.org/10.1039/a903211h

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T1 - Effect of fluorine and trifluoromethyl substitution on the donor properties and stereodynamical behaviour of triarylphosphines

AU - Howell, James A.S.

AU - Fey, Natalie

AU - Lovatt, Jonathan D.

AU - Yates, Paul C.

AU - McArdle, Patrick

AU - Cunningham, Desmond

AU - Sadeh, Einat

AU - Gottlieb, Hugo E.

AU - Goldschmidt, Zeev

AU - Hursthouse, Michael B.

AU - Light, Mark E.

PY - 1999/9/7

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N2 - A series of 2-, 3- or 4-trifluoromethyl substituted triarylphosphines and their oxide, chalcogenide and Fe(CO)4 derivatives have been prepared and characterised spectroscopically and crystallographically. Electronic effects of CF3 substitution are cumulative and felt equally in the 2, 3 or 4 position. Substitution in the 2 position substantially hinders the complexing ability for steric reasons. Correlated P-C rotation in the 2-substituted derivatives has been analysed by variable temperature NMR and molecular mechanics calculations.

AB - A series of 2-, 3- or 4-trifluoromethyl substituted triarylphosphines and their oxide, chalcogenide and Fe(CO)4 derivatives have been prepared and characterised spectroscopically and crystallographically. Electronic effects of CF3 substitution are cumulative and felt equally in the 2, 3 or 4 position. Substitution in the 2 position substantially hinders the complexing ability for steric reasons. Correlated P-C rotation in the 2-substituted derivatives has been analysed by variable temperature NMR and molecular mechanics calculations.

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ER -

Effect of fluorine and trifluoromethyl substitution on the donor properties and stereodynamical behaviour of triarylphosphines

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