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Oxidation of (η5-6-exo-cyclopentadienylcyclohexadienyl)- (η5-cyclopentadienyl) iron by trityl hexafluorophosphateby trityl hexafluorophosphate

  • Organometallic Chemistry
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Russian Chemical Bulletin Aims and scope

Abstract

Oxidation of the cyclohexadienyl complex Fe(η5-C5H5)(1-5-75-6-exo-C5H5-C6H6) (2) by (Ph3C)PF6 (CH2Cl2, from −30 to +20 °C) occurs as two concurrent processes: elimination of an H atom from the cyclohexadienyl ligand and replacement of an H atom in the cyclopentadienyl ring by a CPh3 fragment. A mixture of cationic complexes [Fe(η5-C5H5) (η6-Ph-C5H5]+ (1+) and [Fe(η5-C5H4CPh3) (η6-Ph-C5H5]+ (4+) (4 +) with PF6 anions is obtained. Deprotonation of the mixture of 1+ and 4+ complexes under the action of ButOK inm-xylene followed by boiling of the reaction mixture gives phenylferrocene (7) as the product of η66 haptotropic rearrangement.

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References

  1. N. A. Ustynyuk,Metalloorg. Khim., 1989,2, 43 [Organomet. Chem. USSR, 1989,2, 20 (Engl. Transl.)].

    CAS  Google Scholar 

  2. S. V. Kukharenko, V. V. Strelets, N. A. Ustynyuk, L. N. Novikova, L. I. Denisovich, and M. G. Peterleitner,Metalloorg. Khim., 1991,4, 299 [Organomet. Chem. USSR, 1991,4, 136 (Engl. Transl.)]; S. V. Kukharenko, L. N. Novikova, V. V. Strelets, and N. A. Ustynyuk,Izv. Akad. Nauk, Ser. Khim., 1994, 48 [Russ. Chem. Bull., 1994,43, 41 (Engl. Transl.)].

    CAS  Google Scholar 

  3. A. N. Nesmeyanov, N. A. Vol'kenau, L. S. Shilovtseva, and V. A. Petrakova,Izv. Akad. Nauk SSSR, Ser. Khim., 1975, 1151 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1975,24 (Engl. Transl.)].

    Google Scholar 

  4. P. L. Pauson, M. A. Sandhu, and W. E. Watts,J. Chem. Soc. C, 1966, 251; N. V. Zakurin, L. I. Denisovich, and S. P. Gubin,J. Organomet. Chem., 1977,129 203; L. Bin Din, O. Meth-Cohn, and N. D. A. Walshe,Tetrahedron Lett., 1979 4783.

  5. A. N. Nesmeyanov, N. A. Vol'kenau, L. S. Shilovtseva, and V. A. Petrakova,J. Organomet. Chem., 1975,85, 365; D. Mandon and D. Astruc,Organometallics, 1990,9, 341.

    Article  CAS  Google Scholar 

  6. P. L. Pauson,J. Am. Chem. Soc., 1954,76, 645.

    Google Scholar 

  7. N. Kamezawa,J. Magn. Reson., 1973,11, 88.

    CAS  Google Scholar 

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, NO. 5, pp. 1045–1047, May, 1997.

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Novikova, L.N., Shchirina-Eingorn, I.V., Ustynyuk, N.A. et al. Oxidation of (η5-6-exo-cyclopentadienylcyclohexadienyl)- (η5-cyclopentadienyl) iron by trityl hexafluorophosphateby trityl hexafluorophosphate. Russ Chem Bull 46, 1007–1009 (1997). https://doi.org/10.1007/BF02496135

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  • DOI: https://doi.org/10.1007/BF02496135

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