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Volumn 26, Issue 19, 2007, Pages 4763-4770

Amination of aryl halides: Quantitative assessment of stoichiometric and catalytic kinetic studies

Author keywords

[No Author keywords available]

Indexed keywords

CATALYST ACTIVITY; HALOGEN COMPOUNDS; INTEGRATION; PARAMETER ESTIMATION; REACTION RATES; STOICHIOMETRY;

EID: 34748821151     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om7003223     Document Type: Article
Times cited : (13)

References (32)
  • 11
    • 34748881599 scopus 로고    scopus 로고
    • For the dependence on [BINAP, the graph gives 1/kobsd in the range of 10-40, but kobsd must be on the order of 10-4, on the basis of the dependence on [PhBr] and the latter results of ref 6. However, when this correction is made, the [BINAP] and [PhBr] variation studies give two distinctly different lines on a plot of l/kobsd versus [BINAP/[PhBr, When the k4 term is insignificant, eq 2 predicts one line. On the basis of the more recent results, the original [PhBr] dependence is erroneous for some reason; no change in [BINAP] during the [PhBr] variation will make the results internally consistent. There is an analogous problem with the PhOTf data. Either [BINAP] is double the 1.7 × 10-4 M value given for the [PhOTf] study, or [PhOTf] is double the 2.26 × 10-4 M value given for the [BINAP] study
    • -4 M value given for the [BINAP] study.
  • 12
    • 34748878085 scopus 로고    scopus 로고
    • The data have been extracted from published graphs and therefore are not the exact raw data but closely representative of the experimental results
    • The data have been extracted from published graphs and therefore are not the exact raw data but closely representative of the experimental results.
  • 16
    • 33751386097 scopus 로고    scopus 로고
    • H) plot.
    • H) plot.
  • 20
    • 34748865794 scopus 로고    scopus 로고
    • 4 pathway is neither required nor inconsistent with the data for PhOTf.
    • 4 pathway is neither required nor inconsistent with the data for PhOTf.
  • 21
    • 34748890288 scopus 로고    scopus 로고
    • obsd always represents the same quantity here.
    • obsd always represents the same quantity here.
  • 23
    • 34748922696 scopus 로고    scopus 로고
    • This estimate is based on the rate constant for solvolysis of cis-Pt-(PEt3)2(Ph)(Cl) in ethanol of 0.04 s -1, Basolo, F, Chatt, J, Gray, H. B, Pearson, R. G, Shaw, B. L. J. Chem. Soc. 1961, 2207
    • -1. (Basolo, F.; Chatt, J.; Gray, H. B.; Pearson, R. G.; Shaw, B. L. J. Chem. Soc. 1961, 2207).
  • 24
    • 0041935947 scopus 로고    scopus 로고
    • -1.
    • -1.
  • 25
    • 34748869397 scopus 로고    scopus 로고
    • -1 have the same ΔH‡.
    • -1 have the same ΔH‡.
  • 26
    • 34748858353 scopus 로고    scopus 로고
    • 2)[NHC]} using numerical integration to obtain the time dependence of the concentrations.
    • 2)[NHC]} using numerical integration to obtain the time dependence of the concentrations.
  • 27
    • 34748813458 scopus 로고    scopus 로고
    • 2 = 6.6, as shown in the Supporting Information.
    • 2 = 6.6, as shown in the Supporting Information.
  • 28
    • 0034712161 scopus 로고    scopus 로고
    • The nature of the catalytic species formed from these reagents was studied by Wolfe and Buchwald: Wolfe, J. P.; Buchwald, S. L. J. Org. Chem. 2000, 65, 1144.
    • The nature of the catalytic species formed from these reagents was studied by Wolfe and Buchwald: Wolfe, J. P.; Buchwald, S. L. J. Org. Chem. 2000, 65, 1144.
  • 29
    • 34748879815 scopus 로고    scopus 로고
    • The calculations assume that the total Pd is 5 mM as in ref 25 and there is no excess BINAP.
    • The calculations assume that the total Pd is 5 mM as in ref 25 and there is no excess BINAP.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.