메뉴 건너뛰기




Volumn , Issue 13, 2009, Pages 2102-2111

Mechanism for the oxidation of Sulfides And sulfoxides with periodates: Reactivity of the oxidizing species

Author keywords

Density functional calculations; Iodine; Oxidation; Reaction mechanisms; Sulfides; Sulfoxides

Indexed keywords


EID: 66149084710     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200801180     Document Type: Article
Times cited : (39)

References (87)
  • 8
    • 66149114119 scopus 로고    scopus 로고
    • C. A. Bunton in Oxidations in Organic Chemistry (Ed.: K. B. Wiberg), Academic Press, New York, 1965, part A, p. 390.
    • C. A. Bunton in Oxidations in Organic Chemistry (Ed.: K. B. Wiberg), Academic Press, New York, 1965, part A, p. 390.
  • 9
    • 0002434187 scopus 로고
    • Oxidations in Organic Chemistry
    • American Chemical Society, Washington DC
    • M. Hudlicky, Oxidations in Organic Chemistry, ACS Monograph 180, American Chemical Society, Washington DC, 1990, p. 265.
    • (1990) ACS Monograph , vol.180 , pp. 265
    • Hudlicky, M.1
  • 27
    • 33845281614 scopus 로고
    • R. H. Holm, Chem. Rev. 1987, 87, 1401-1449.
    • (1987) Chem. Rev , vol.87 , pp. 1401-1449
    • Holm, R.H.1
  • 35
    • 37049102204 scopus 로고    scopus 로고
    • F. Ferranti, A. Indelli, J Chem. Soc., Dalton Trans. 1984, 1773-1774.
    • F. Ferranti, A. Indelli, J Chem. Soc., Dalton Trans. 1984, 1773-1774.
  • 36
    • 33847009852 scopus 로고    scopus 로고
    • A. K. Horvath, J Phys. Chem. A 2007, 111, 890-896.
    • A. K. Horvath, J Phys. Chem. A 2007, 111, 890-896.
  • 53
    • 33646238983 scopus 로고    scopus 로고
    • 6. Farkas
    • F. Ruff, 6. Farkas, J Org. Chem. 2006, 71, 3409-3416.
    • (2006) J Org. Chem , vol.71 , pp. 3409-3416
    • Ruff, F.1
  • 54
    • 33845934549 scopus 로고    scopus 로고
    • F. Ruff, 6. Farkas, A. Kucsman, Eur. J. Org. Chem. 2006, 5570-5580.
    • F. Ruff, 6. Farkas, A. Kucsman, Eur. J. Org. Chem. 2006, 5570-5580.
  • 55
    • 39349103802 scopus 로고    scopus 로고
    • 6. Farkas
    • F. Ruff, 6. Farkas, J Phys. Org. Chem. 2008, 21,53-61.
    • (2008) J Phys. Org. Chem , vol.21 , pp. 53-61
    • Ruff, F.1
  • 62
    • 66149095940 scopus 로고    scopus 로고
    • A. J. Downs, C. J. Adams in Comprehensive Inorganic Chemistry (Eds.: J. C. Bailar, H. J. Emeleus, R. S. Nyholm, A. F. Trot- man-Dickenson), Pergamon Press, Oxford, 1973, p. 1452-1460.
    • A. J. Downs, C. J. Adams in Comprehensive Inorganic Chemistry (Eds.: J. C. Bailar, H. J. Emeleus, R. S. Nyholm, A. F. Trot- man-Dickenson), Pergamon Press, Oxford, 1973, p. 1452-1460.
  • 66
    • 0003438540 scopus 로고
    • 3rd ed, Cornell University Press, Ithaca, New York
    • L. Pauling, The Nature of the Chemical Bond, 3rd ed., Cornell University Press, Ithaca, New York, 1960, p. 164, 189.
    • (1960) The Nature of the Chemical Bond
    • Pauling, L.1
  • 75
    • 66149147582 scopus 로고    scopus 로고
    • The TSs 22-24 of the oxygen exchanges (Scheme 3) have only one imaginary mode in which the oxygen atom is transferred between the two equivalent parts ofthe molecules. The reaction between IO4- and IO3- has about the same AQt value as the oxidation of Me2S with IO4- (Table 2, entries 1 and 11). On the other hand, the oxygen exchanges between Me2S and Me2SO, as well as between Me2SO and Me2SO2, would need a much higher free energy of activation (Table 2, Entries 9 and 10).
    • The TSs 22-24 of the oxygen exchanges (Scheme 3) have only one imaginary mode in which the oxygen atom is transferred between the two equivalent parts ofthe molecules. The reaction between IO4- and IO3- has about the same AQt value as the oxidation of Me2S with IO4- (Table 2, entries 1 and 11). On the other hand, the oxygen exchanges between Me2S and Me2SO, as well as between Me2SO and Me2SO2, would need a much higher free energy of activation (Table 2, Entries 9 and 10).
  • 79
    • 66149117935 scopus 로고    scopus 로고
    • M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery Jr, T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Peterson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hartchian, J. B. Cross, C. Adamo, C. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pom-elli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Daprich, A. D. Daniels, M. C. Strain, 6. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, L. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B
    • M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Peterson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hartchian, J. B. Cross, C. Adamo, C. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pom-elli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Daprich, A. D. Daniels, M. C. Strain, 6. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, L. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian 03, Revision C.02, Gaussian Inc., Pittsburg, PA, 2003.
  • 84
    • 66149119485 scopus 로고    scopus 로고
    • http://www.gaussian.com/g-whitepap/thermo/thermo.pdf.
  • 86
    • 0003998388 scopus 로고
    • D. R. Lide Ed, CRC Press, Boca Raton, FL, chapter 5-4
    • D. R. Lide (Ed.), CRC Handbook ofChemistry and Physics, CRC Press, Boca Raton, FL, 1995, chapter 5-4.
    • (1995) CRC Handbook ofChemistry and Physics


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.