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Volumn 24, Issue 15, 2005, Pages 3644-3654

Mechanism of C-H bond activation of alkyl-substituted benzenes by cationic platinum(II) complexes

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; COMPLEXATION; ISOMERIZATION; ISOTOPES; PLATINUM; THERMODYNAMIC STABILITY;

EID: 22944470805     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om050251m     Document Type: Article
Times cited : (62)

References (87)
  • 20
    • 0030777894 scopus 로고    scopus 로고
    • For recent reports of nondirected regioselective C-H bond activations or functionalizations, see: (a) Bennett, J. L.; Wolczanski, P. T. J. Am. Chem. Soc. 1997, 119, 10696-10719.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 10696-10719
    • Bennett, J.L.1    Wolczanski, P.T.2
  • 26
    • 0020766699 scopus 로고
    • For reports where the product ratio of transition metal-mediated C-H bond activation changed as a function of time or temperature, see: (a) Janowicz, A. H.; Bergman, R. G. J. Am. Chem. Soc. 1983, 105, 3929-3939.
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 3929-3939
    • Janowicz, A.H.1    Bergman, R.G.2
  • 28
    • 33947332295 scopus 로고
    • For reports of nonselective H/D isotope exchange catalyzed by transition metals via C-H bond activation, see: (a) Garnett, J. L.; Hodges, R. J. J. Am. Chem. Soc. 1967, 89, 4546-4547.
    • (1967) J. Am. Chem. Soc. , vol.89 , pp. 4546-4547
    • Garnett, J.L.1    Hodges, R.J.2
  • 35
    • 0002446121 scopus 로고
    • Rate constants for free radical reactions in solution
    • Kochi, J. K., Ed.; Wiley: New York
    • For a broad list of C-H abstraction reactivities by radicals, see: Ingold, K. U. Rate Constants for Free Radical Reactions in Solution. In Free Radicals; Kochi, J. K., Ed.; Wiley: New York, 1973; pp 37-112.
    • (1973) Free Radicals , pp. 37-112
    • Ingold, K.U.1
  • 51
    • 4244056754 scopus 로고
    • For a discussion on the proper usage of the terms isotopolog and isotopomer, see: Seeman, J. I.; Paine, J. B. Chem. Eng. News 1992, 70, 2.
    • (1992) Chem. Eng. News , vol.70 , pp. 2
    • Seeman, J.I.1    Paine, J.B.2
  • 53
    • 0029659156 scopus 로고    scopus 로고
    • 3-benzylic complexes have been isolated, observed, or proposed as intermediates, see: (a) Pd: Rix, F. C.; Brookhart, M.; White, P. S. J. Am. Chem. Soc. 1996, 118, 2436-2448.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 2436-2448
    • Rix, F.C.1    Brookhart, M.2    White, P.S.3
  • 65
    • 22944490965 scopus 로고    scopus 로고
    • note
    • 3-complexes formed from reaction with p-xylene and ethylbenzene did not react further with excess different isotopologs of the starting substrate either.
  • 66
    • 0348198331 scopus 로고    scopus 로고
    • The insertion of styrene into related palladium hydride complexes typically occurs somewhat regioselectively, but not with complete selectivity. For leading references, see: (a) Iggo, J. A.; Kawashima, Y.; Liu, J.; Hiyama, T.; Nozaki, K. Organometallics 2003, 22, 5418-5422.
    • (2003) Organometallics , vol.22 , pp. 5418-5422
    • Iggo, J.A.1    Kawashima, Y.2    Liu, J.3    Hiyama, T.4    Nozaki, K.5
  • 71
    • 22944468612 scopus 로고    scopus 로고
    • note
    • 3 were employed, isotope exchange was observed in the backbone methyl groups of the domine ligand; see ref 10a.
  • 72
    • 22944476902 scopus 로고    scopus 로고
    • note
    • 3CN) complex from p-xylene has been determined; see ref 10b.
  • 73
    • 22944465569 scopus 로고    scopus 로고
    • note
    • Refer to the Supporting Information for crystallographic data.
  • 74
    • 22944464215 scopus 로고    scopus 로고
    • note
    • Crystallographic data have been deposited at the CCDC, 12 Union Road, Cambridge CB2 1EZ, UK, and copies can be obtained on request, free of charge, by quoting the publication citation and the deposition number 248006.
  • 82
    • 22944459007 scopus 로고    scopus 로고
    • note
    • 13C, etc.; all values (Tables 2, 3, 5) are corrected for the values observed in unexchanged substrates.
  • 83
    • 22944457018 scopus 로고    scopus 로고
    • note
    • With the sterically smaller platinum methyl complex 2c (Ar = 3,5-di-tert-butylbenzene), similar trends were observed. For presentation of these data, refer to the Supporting Information.
  • 84
    • 22944454319 scopus 로고    scopus 로고
    • note
    • The distribution of platinum methyl cation isotopologs was estimated from comparison of the Pt-Me resonance with an aryl proton resonance. See the Supporting Information for more details.
  • 86
    • 22944451933 scopus 로고    scopus 로고
    • note
    • 3-benzyl complex was proposed by Brookhart and co-workers; see ref 17b.
  • 87
    • 22944486139 scopus 로고    scopus 로고
    • note
    • When a sterically smaller ligand was employed (Ar = 3,5-dialkylbenzene), substantially more isotope exchange was observed in the recovered 1,4-diethylbenzene isotopologs.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.