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Volumn 2, Issue 2, 1983, Pages 241-250

Stepwise Displacement of the Tertiary Phosphine Ligand in Square-Planar [PdR2L2]-Type Complexes by Organolithium Reagents with Stereochemical Retention Affording Organopalladate Complexes

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EID: 0006740324     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om00074a007     Document Type: Article
Times cited : (49)

References (18)
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    • Organotransition Metal Chemistry
    • For example:, Academic Press: New York, Collman, J. P.; Hegedus, L. S. “Principles and Application of Organotransition Metal Chemistry”; University Science Book: Mill VaÜey, CA 1980. Tsuji, J. “Organic Synthesis by Means of Transition Metal Complexes”; Springer-Verlag: Berlin, 1975. Kochi, J. K. “Organometallic Mechanisms and Catalysis”; Academic Press: New York, 1978.
    • For example: Heck, R. F. “Organotransition Metal Chemistry”; Academic Press: New York, 1974. Collman, J. P.; Hegedus, L. S. “Principles and Application of Organotransition Metal Chemistry”; University Science Book: Mill VaÜey, CA 1980. Tsuji, J. “Organic Synthesis by Means of Transition Metal Complexes”; Springer-Verlag: Berlin, 1975. Kochi, J. K. “Organometallic Mechanisms and Catalysis”; Academic Press: New York, 1978.
    • (1974)
    • Heck, R.F.1
  • 2
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    • An Introduction to Synthesis Using Organo-copper Reagents
    • (a), Wiley-Interscience: New York, (b) Jonas, K. Ado. Organomet. Chem. 1981, 19, 97.
    • (a) Posner, G. H. “An Introduction to Synthesis Using Organo-copper Reagents”; Wiley-Interscience: New York, 1980. (b) Jonas, K. Ado. Organomet. Chem. 1981, 19, 97.
    • (1980)
    • Posner, G.H.1
  • 3
    • 0003598092 scopus 로고
    • The Chemistry of Platinum and Palladium
    • Applied Science Publishers Ltd: London, Maitlis, P. M. “The Organic Chemistry of Palladium”; Academic Press: New York, 1971. Tsuji, J. “Organic Syntheses with Palladium Compounds”; Springer-Verlag: Berlin, 1980.
    • Hartley, F. R. “The Chemistry of Platinum and Palladium”; Applied Science Publishers Ltd: London, 1973. Maitlis, P. M. “The Organic Chemistry of Palladium”; Academic Press: New York, 1971. Tsuji, J. “Organic Syntheses with Palladium Compounds”; Springer-Verlag: Berlin, 1980.
    • (1973)
    • Hartley, F.R.1
  • 5
    • 0001024703 scopus 로고
    • Moravskiy, A.; Stille, J. K. J. Am. Chem. Soc. 1981, 103, 4182. Gillie, A.; Stille, J. K. J. Am. Chem. Soc. 1980, 102, 4933. Milstein, D.; Stille, J. K. J. Am. Chem. Soc. 1979, 101, 4981.
    • Loar, M. K.; Stille, J. K. J. Am. Chem. Soc. 1981, 103, 4174. Moravskiy, A.; Stille, J. K. J. Am. Chem. Soc. 1981, 103, 4182. Gillie, A.; Stille, J. K. J. Am. Chem. Soc. 1980, 102, 4933. Milstein, D.; Stille, J. K. J. Am. Chem. Soc. 1979, 101, 4981.
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 4174
    • Loar, M.K.1    Stille, J.K.2
  • 9
    • 0000549036 scopus 로고
    • and references cited therein. Komiya, S.; Morimoto, Y.; Yamamoto, A.; Yamamoto, T. Organometallics 1982, 1, 1528.
    • McCarthy, T. J.; Nuzzo, R. G.; Whitesides, G. M. J. Am. Chem. Soc. 1981, 103, 1676 and references cited therein. Komiya, S.; Morimoto, Y.; Yamamoto, A.; Yamamoto, T. Organometallics 1982, 1, 1528.
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 1676
    • McCarthy, T.J.1    Nuzzo, R.G.2    Whitesides, G.M.3
  • 13
    • 85023341263 scopus 로고    scopus 로고
    • Although a five-coordinate intermediate Li[PdMe3L2] was proposed in our previous paper for the conversion of [PdR2L2] to Li[PdR3L] during the trans-cis isomerization of [PdMe2L2] promoted by MeLi, 7 the present study makes the associative mechanism unlikely, although the displacement of R in Li[PdR3L] by L to convert it into [PdR2L2] may well proceed by an associative mechanism
    • Although a five-coordinate intermediate Li[PdMe3L2] was proposed in our previous paper for the conversion of [PdR2L2] to Li[PdR3L] during the trans-cis isomerization of [PdMe2L2] promoted by MeLi, 7 the present study makes the associative mechanism unlikely, although the displacement of R in Li[PdR3L] by L to convert it into [PdR2L2] may well proceed by an associative mechanism.
  • 14
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    • Progress in Nuclear Magnetic Resonance Spectroscopy
    • Emsley, J. W., Feeney, F., Sutcliffe, L. H., Ed.; Pergamon Press: New York
    • Ham, N. S.; Mole, T. In “Progress in Nuclear Magnetic Resonance Spectroscopy”; Emsley, J. W., Feeney, F., Sutcliffe, L. H., Ed.; Pergamon Press: New York, 1969; Vol. 4, p. 101.
    • (1969) , vol.4 , pp. 101
    • Ham, N.S.1    Mole, T.2
  • 16
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    • Because the both complexes have the ethyl groups in mutually trans positions, the trans influence of the ethyl groups may be cancelled and may not affect the following reasoning
    • Because the both complexes have the ethyl groups in mutually trans positions, the trans influence of the ethyl groups may be cancelled and may not affect the following reasoning.


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