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Volumn 130, Issue 15, 2008, Pages 5206-5215

The mechanism for the rhodium-catalyzed decarbonylation of aldehydes: A combined experimental and theoretical study

Author keywords

[No Author keywords available]

Indexed keywords

DECARBONYLATION; KINETIC ISOTOPE EFFECTS;

EID: 42149114434     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja710270j     Document Type: Article
Times cited : (181)

References (59)
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    • Monsanto process (carbonylation of methanol): (a) Cheong, M.; Ziegler, T. Organometallics 2005, 24, 3053-3058.
    • Monsanto process (carbonylation of methanol): (a) Cheong, M.; Ziegler, T. Organometallics 2005, 24, 3053-3058.
  • 7
    • 34447532254 scopus 로고    scopus 로고
    • Hydroformylation: (a) Sparta, M.; Børve, K. J.; Jensen, V. R. J. Am. Chem. Soc. 2007, 129, 8487-8499.
    • Hydroformylation: (a) Sparta, M.; Børve, K. J.; Jensen, V. R. J. Am. Chem. Soc. 2007, 129, 8487-8499.
  • 14
    • 38749123441 scopus 로고    scopus 로고
    • For a recent review on rhodium-catalyzed C-C bond cleavage reactions, see
    • For a recent review on rhodium-catalyzed C-C bond cleavage reactions, see: Necas, D.; Kotora, M. Curr. Org. Chem. 2007, 11, 1566-1591.
    • (2007) Curr. Org. Chem , vol.11 , pp. 1566-1591
    • Necas, D.1    Kotora, M.2
  • 22
    • 34047233582 scopus 로고    scopus 로고
    • For recent applications in total synthesis, see: a
    • For recent applications in total synthesis, see: (a) Padwa, A.; Zhang, H. J. Org. Chem. 2007, 72, 2570-2582.
    • (2007) J. Org. Chem , vol.72 , pp. 2570-2582
    • Padwa, A.1    Zhang, H.2
  • 30
    • 36849039996 scopus 로고    scopus 로고
    • For applications in carbohydrate chemistry, see: a
    • For applications in carbohydrate chemistry, see: (a) Monrad, R. N.; Madsen, R. J. Org. Chem. 2007, 72, 9782-9785.
    • (2007) J. Org. Chem , vol.72 , pp. 9782-9785
    • Monrad, R.N.1    Madsen, R.2
  • 39
    • 42149117947 scopus 로고    scopus 로고
    • A Hammett study by Doughty et al. failed, due to the deactivation of 4-chlorobenzaldehyde in neat solution; see ref 10
    • A Hammett study by Doughty et al. failed, due to the deactivation of 4-chlorobenzaldehyde in neat solution; see ref 10.
  • 49
    • 27344448074 scopus 로고    scopus 로고
    • LACVP* uses the 6-31G* basis set for all light elements and the Hay-Wadt ECP and basis set for rhodium; see: Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 299-310.
    • LACVP* uses the 6-31G* basis set for all light elements and the Hay-Wadt ECP and basis set for rhodium; see: Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 299-310.
  • 56
    • 42149167498 scopus 로고    scopus 로고
    • For updated versions, see
    • For updated versions, see: http://www.schrodinger.com.
  • 59
    • 42149194489 scopus 로고    scopus 로고
    • The parameters for THF were used since these have been determined with significantly better accuracy than the corresponding parameters for diglyme. Calculations on the small model system in Figure 11 (L, CO) using parameters for diglyme (ε, 7.0, ρ, 0.94) gave results which were within 1 kJ/mol of the ones obtained with the parameters for THF
    • The parameters for THF were used since these have been determined with significantly better accuracy than the corresponding parameters for diglyme. Calculations on the small model system in Figure 11 (L = CO) using parameters for diglyme (ε = 7.0, ρ = 0.94) gave results which were within 1 kJ/mol of the ones obtained with the parameters for THF.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.