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Volumn 345, Issue 4, 2003, Pages 497-505

Catalytic Conversions in Water. Part 22: Electronic Effects in the (Diimine)palladium(II)-Catalysed Aerobic Oxidation of Alcohols

Author keywords

Alcohols; Electronic effects; N ligands; Oxidation; Palladium; Water as solvent

Indexed keywords

ALCOHOL DERIVATIVE; PALLADIUM COMPLEX; WATER;

EID: 0037631809     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200390057     Document Type: Article
Times cited : (105)

References (62)
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    • Values for σ taken from a) C. Hansch, A. Leo, R. W. Taft, Chem. Rev. 1991, 91, 165-195; b) P. R. Wells, Prog. Phys. Org. Chem. 1968, 6, 111-145.
    • (1991) Chem. Rev. , vol.91 , pp. 165-195
    • Hansch, C.1    Leo, A.2    Taft, R.W.3
  • 41
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    • Values for σ taken from a) C. Hansch, A. Leo, R. W. Taft, Chem. Rev. 1991, 97, 165-195; b) P. R. Wells, Prog. Phys. Org. Chem. 1968, 6, 111-145.
    • (1968) Prog. Phys. Org. Chem. , vol.6 , pp. 111-145
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    • Recently, rate-limiting β-hydride elimination was observed at high (exogenous) base concentration by Sigman et al. in a related reaction. In our case the concentration of base is low, but the hydroxide ligand plays an active role, simulating a high base concentration locally. J. A: Mueller, D. R. Jensen, M. S. Sigman, J. Am. Chem. Soc. 2002, 124, 8202-8203.
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    • note
    • a) Conversion <10%, data points are averaged values of three experiments;
  • 44
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    • note
    • H) values of the methylthio-and nitro-substituents. The complexes with these substituents showed poor solubilities in DMSO/ water (1:1) and, as a consequence, lower reaction rates;
  • 45
    • 0242542041 scopus 로고    scopus 로고
    • note
    • 2).
  • 46
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    • D values of 5-7 would be expected. H. Kwart, Acc. Chem. Res. 1982, 15, 401-408.
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    • Kwart, H.1
  • 55
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    • (Eds.: N. B. Chapman, J. Shorter), Plenum Press, New York
    • 2=0.99; ρ=-0.63) is obtained when a) a σ-value of -0.12 is used instead of -0.27 as is given by O. Exner, in Correlation Analysis in Chemistry, (Eds.: N. B. Chapman, J. Shorter), Plenum Press, New York, 1978; and b) when the data point for m-fluorobenzyl alcohol is omitted.
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  • 56
    • 0242710976 scopus 로고    scopus 로고
    • note
    • 2=0.99; ρ=-0.63) is obtained when a) a σ-value of -0.12 is used instead of -0.27 as is given by O. Exner, in Correlation Analysis in Chemistry, (Eds.: N. B. Chapman, J. Shorter), Plenum Press, New York, 1978; and b) when the data point for m-fluorobenzyl alcohol is omitted.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.