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Volumn 72, Issue 8, 2007, Pages 2832-2841

Reaction of o-benzyne with tropothione involving biradical processes

Author keywords

[No Author keywords available]

Indexed keywords

BENZYNE SOURCES; COMPLETE ACTIVE SPACE SELF-CONSISTENT FIELD (CASSCF); EQUIMOLAR PRODUCTS; HYDROGEN ATOMS;

EID: 34247180747     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo062256e     Document Type: Article
Times cited : (22)

References (85)
  • 1
    • 0003884887 scopus 로고
    • The Adventure Playground ot Mechanisms and Novel Reactions
    • Seeman, J. I, Ed, American Chemical Society: Washington, DC
    • Huisgen, R. The Adventure Playground ot Mechanisms and Novel Reactions. In Profiles, Pathways, and Dreams: Autobiographies of Eminent Chemists; Seeman, J. I., Ed.; American Chemical Society: Washington, DC, 1994.
    • (1994) Profiles, Pathways, and Dreams: Autobiographies of Eminent Chemists
    • Huisgen, R.1
  • 45
  • 65
    • 34247243456 scopus 로고    scopus 로고
    • Asao, T.; Oda, M. In Carbocyclische π-Electronen-Systeme: Houben-Weyl, Methoden der organischen Chemie; Müller, E., Bayer, Ollis, W. D., Eds.; Georg Thieme, Stuttgart, Germany. 1986; 15. Chapt. 2c, pp 49-85 and 710-780.
    • Asao, T.; Oda, M. In Carbocyclische π-Electronen-Systeme: Houben-Weyl, Methoden der organischen Chemie; Müller, E., Bayer, Ollis, W. D., Eds.; Georg Thieme, Stuttgart, Germany. 1986; Vol. 15. Chapt. 2c, pp 49-85 and 710-780.
  • 66
    • 34247231197 scopus 로고    scopus 로고
    • 12b
    • 12b
  • 72
    • 34247258632 scopus 로고    scopus 로고
    • Wittig, G.; Hoffmann, R. W. Organic Syntheses; Wiley & Sons: New York, 1973: Collect. 5, pp 60-66.
    • Wittig, G.; Hoffmann, R. W. Organic Syntheses; Wiley & Sons: New York, 1973: Collect. Vol. 5, pp 60-66.
  • 76
    • 34247183346 scopus 로고    scopus 로고
    • Alternatively, the TS search gave a Mulliken CT complex that does not lead to the subsequent reaction, Chemical Equation Presented
    • Alternatively, the TS search gave a Mulliken CT complex that does not lead to the subsequent reaction. (Chemical Equation Presented)
  • 78
    • 34247272686 scopus 로고    scopus 로고
    • While TS of the first transfer, TS(13, 13 → 14) was obtained successfully, that of the second one could not be obtained in spite of many attempts. Probably, the neutralization process from 14 to the product (10a, 10b) has a particularily small activation energy. In general, neutral reactions from ion-pair species are difficult to describe by the calculations which can not include the bulk solvent effect
    • While TS of the first transfer, TS(13 + 13 → 14) was obtained successfully, that of the second one could not be obtained in spite of many attempts. Probably, the neutralization process from 14 to the product (10a + 10b) has a particularily small activation energy. In general, neutral reactions from ion-pair species are difficult to describe by the calculations which can not include the bulk solvent effect.
  • 79
    • 34247197902 scopus 로고    scopus 로고
    • The one-center addition process, 1 + 2 → 11, was calculated to be of the monotonic energy decrease.
    • The one-center addition process, 1 + 2 → 11, was calculated to be of the monotonic energy decrease.
  • 80
    • 33845375008 scopus 로고    scopus 로고
    • 2) energy splitting in 1 was determined by photoelectron spectrum to be 37.7 kcal/mol: Leopold, D. G.; Miller, A. E. S.; Lineberger, W. C. J. Am. Chem. Soc. 1986, 108, 1379-1384.
    • 2) energy splitting in 1 was determined by photoelectron spectrum to be 37.7 kcal/mol: Leopold, D. G.; Miller, A. E. S.; Lineberger, W. C. J. Am. Chem. Soc. 1986, 108, 1379-1384.
  • 83
    • 0007100920 scopus 로고
    • Wiley & Sons: New York
    • (c) Organic. Syntheses; Wiley & Sons: New York, 1973.
    • (1973) Organic. Syntheses
  • 84
    • 34247249033 scopus 로고    scopus 로고
    • Logullo, F. M.; Seitz, A. H.; Friedman, L. Organic Syntheses; Wiley & Sons: New York, 1973; Collect. 5, pp 54-59.
    • (d) Logullo, F. M.; Seitz, A. H.; Friedman, L. Organic Syntheses; Wiley & Sons: New York, 1973; Collect. Vol. 5, pp 54-59.
  • 85
    • 34247247947 scopus 로고    scopus 로고
    • 13C NMR to individual component 10a-c: δ 120.8 (d, C-10 or C-13), 121.5, 121.6, 122.1, 122.4, 122.4, 123.6 (d, C-11 or C-12), 124.0, 124.2 (3C), 124.8, 128.4 (s, C-8), 129.5, 130.2, 133.6 (s, C-2), 133.6, 135.2, 137.9 (s, C-9 or C-14), 138.1, 138.2, 139.1, 140.0, and 141.7.
    • 13C NMR to individual component 10a-c: δ 120.8 (d, C-10 or C-13), 121.5, 121.6, 122.1, 122.4, 122.4, 123.6 (d, C-11 or C-12), 124.0, 124.2 (3C), 124.8, 128.4 (s, C-8), 129.5, 130.2, 133.6 (s, C-2), 133.6, 135.2, 137.9 (s, C-9 or C-14), 138.1, 138.2, 139.1, 140.0, and 141.7.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.