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Volumn 73, Issue 13, 2008, Pages 4763-4770

Hydride reduction of NAD+ analogues by isopropyl alcohol: kinetics, deuterium isotope effects and mechanism

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CHEMICAL REACTIONS;

EID: 46849119643     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo800820u     Document Type: Article
Times cited : (23)

References (43)
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    • +), respectively, see: (a) Cheng, J. -P.; Lu, Y.; Zhu, X.; Mu, L. J. Org. Chem. 1998, 63, 6108-6114.
    • +), respectively, see: (a) Cheng, J. -P.; Lu, Y.; Zhu, X.; Mu, L. J. Org. Chem. 1998, 63, 6108-6114.
  • 33
    • 33947571437 scopus 로고
    • and references cited therein
    • Wiberg, K. B. Chem. Rev. 1955, 55, 713-743, and references cited therein.
    • (1955) Chem. Rev , vol.55 , pp. 713-743
    • Wiberg, K.B.1
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    • 33947478178 scopus 로고
    • and references cited therein
    • (b) Bunton, C. A.; Shiner, V. J., Jr J. Am. Chem. Soc. 1961, 83, 3207-3214, and references cited therein.
    • (1961) J. Am. Chem. Soc , vol.83 , pp. 3207-3214
    • Bunton, C.A.1    Shiner Jr, V.J.2
  • 37
    • 0004233459 scopus 로고
    • Elsevier: New York, Chapter 1, and references cited therein
    • Alvarez, R.; Schowen, R. T. Isotopes in Organic Chemistry; Elsevier: New York, 1987; Vol. 7, Chapter 1, and references cited therein.
    • (1987) Isotopes in Organic Chemistry , vol.7
    • Alvarez, R.1    Schowen, R.T.2
  • 39
    • 0000605103 scopus 로고    scopus 로고
    • In addition to using the hydride affinity values of the two cations from ref 17, the stability difference of the two cations can also be estimated from their pKR+ values: pKR, PhXn, 0.81: Arnett, E. M, Flowers, R. A, Lundwig, R. T, Meekhof, A. E, Ealek, S. A. J. Phys. Org. Chem. 1997, 10, 499-513
    • +) = 0.81: Arnett, E. M.; Flowers, R. A.; Lundwig, R. T.; Meekhof, A. E.; Ealek, S. A. J. Phys. Org. Chem. 1997, 10, 499-513,
  • 40
    • 46849083805 scopus 로고    scopus 로고
    • +) = 10.1: Bunting, J. W.; Chew, V. S. F.; Abhyankar, S. B.; Goda, Y. Can. J. Chem. 1984, 62, 351-354.
    • +) = 10.1: Bunting, J. W.; Chew, V. S. F.; Abhyankar, S. B.; Goda, Y. Can. J. Chem. 1984, 62, 351-354.


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