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Volumn 25, Issue 13, 2006, Pages 3114-3117

Protonolysis of cationic Pt-C bonds with mild acids: Can ligand torsional effects speed associative processes?

Author keywords

[No Author keywords available]

Indexed keywords

INTERMEDIATES; PHOSPHINE LIGANDS; PROTONOLYSIS; TORSIONAL EFFECTS;

EID: 33745796157     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om051066b     Document Type: Article
Times cited : (22)

References (58)
  • 9
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    • For careful evaluations of the mechanism, see: Lersch, M.; Tilset, M. Chem. Rev. 2005, 105, 2471-2526.
    • (2005) Chem. Rev. , vol.105 , pp. 2471-2526
    • Lersch, M.1    Tilset, M.2
  • 10
    • 0037120895 scopus 로고    scopus 로고
    • For explicit discussions of metal vs alkyl/aryl protonation at Pt, see: (a) Wik, B. J.; Lersch, M.; Tilset, M. J. Am. Chem. Soc. 2002, 124, 12116-12117.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 12116-12117
    • Wik, B.J.1    Lersch, M.2    Tilset, M.3
  • 14
    • 4444225192 scopus 로고    scopus 로고
    • For an example where turnover by protonation of a cationic Pt-C bond would be beneficial, see: Koh, J. H.; Gagné, M. R. Angew. Chem., Int. Ed. 2004, 43, 3459-3461.
    • (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 3459-3461
    • Koh, J.H.1    Gagné, M.R.2
  • 17
    • 33745792089 scopus 로고    scopus 로고
    • note
    • 7
  • 19
    • 33745799776 scopus 로고    scopus 로고
    • note
    • Protonations are also sluggish with HOTf, which give 40-50% conversions in this time.
  • 20
    • 33745787176 scopus 로고    scopus 로고
    • note
    • The parent triphos (PPP) is commercially available (Strem).
  • 21
    • 33745791454 scopus 로고    scopus 로고
    • note
    • 12
  • 27
    • 33745770565 scopus 로고    scopus 로고
    • note
    • The product cycloalkyl is stable to the protonation conditions and does not react further.
  • 28
    • 33745779585 scopus 로고    scopus 로고
    • note
    • 5
  • 35
    • 33845281894 scopus 로고
    • 0 complexes, which would have similarly reduced torsional strain; see: DuBois, D. L.; Miedaner, A. J. Am. Chem. Soc. 1987, 109, 113-117.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 113-117
    • DuBois, D.L.1    Miedaner, A.2
  • 36
    • 33745778382 scopus 로고    scopus 로고
    • note
    • The source of these data are (PPP)Pt X-ray structures that we and others have obtained; they are meant to be illustrative and not exhaustive.
  • 37
    • 0000795366 scopus 로고
    • For examples of stable five-coordinate Ni(II), Pd(II), and Pt(II) PPP complexes, see: (a) DuBois, D. L.; Meek, D. W. Inorg. Chem. 1976, 15, 3076-3083.
    • (1976) Inorg. Chem. , vol.15 , pp. 3076-3083
    • DuBois, D.L.1    Meek, D.W.2
  • 43
    • 33745805331 scopus 로고    scopus 로고
    • note
    • Structurally characterized five-coordinate structures are typically described as distorted tbp or distorted square pyramids. The central P-M-P angles in such cases are typically reduced to 125-150°. See ref 28e for representative examples.
  • 44
    • 33745796497 scopus 로고    scopus 로고
    • note
    • 1H NMR) with strong acids (above).
  • 54
    • 0029890191 scopus 로고    scopus 로고
    • For cases where this effect may be contributing to heightened rates of exchange and/or catalysis, see: (a) Dockter, D. W.; Fanwick, P. E.; Kubiak, C. P. J. Am. Chem. Soc. 1996, 118, 4846-4852.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 4846-4852
    • Dockter, D.W.1    Fanwick, P.E.2    Kubiak, C.P.3
  • 55
    • 33745781062 scopus 로고    scopus 로고
    • Reference 16b
    • (b) Reference 16b.
  • 58
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    • (e)Reference 16a
    • (e)Reference 16a


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.