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Volumn 121, Issue 34, 1999, Pages 7907-7913

Competing 1,3- and 1,2-hydrogen shifts in gaseous fluoropropyl cations

Author keywords

[No Author keywords available]

Indexed keywords

1 FLUOROPROPENE; 3 FLUORO 1 PHENOXYPROPANE; ALLYL FLUORIDE; CATION; DEUTERIUM; FLUORINATED HYDROCARBON; HYDROGEN; UNCLASSIFIED DRUG;

EID: 0033199311     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja990567j     Document Type: Article
Times cited : (6)

References (37)
  • 2
    • 0001619969 scopus 로고    scopus 로고
    • (a) For an upper bound to 1,2- and 1,3-hydrogen shifts in simple alkyl radicals, see: Yamauchi, N.; Miyoshi, A.; Kosaka, K.; Koshi, M.; Matsui, H. J. Phys. Chem. A 1999, 103, 2723-2733. (b) Plausible 1,2- and 1,3-nydrogen shifts in photoexcited, matrix-isolated hexyl radicals have recently been reported by Takada, T.; Koizumi, H.; Ichikawa, T. Chem. Phys. Lett. 1999, 300, 233-256.
    • (1999) J. Phys. Chem. A , vol.103 , pp. 2723-2733
    • Yamauchi, N.1    Miyoshi, A.2    Kosaka, K.3    Koshi, M.4    Matsui, H.5
  • 3
    • 0001619969 scopus 로고    scopus 로고
    • (a) For an upper bound to 1,2- and 1,3-hydrogen shifts in simple alkyl radicals, see: Yamauchi, N.; Miyoshi, A.; Kosaka, K.; Koshi, M.; Matsui, H. J. Phys. Chem. A 1999, 103, 2723-2733. (b) Plausible 1,2- and 1,3-nydrogen shifts in photoexcited, matrix-isolated hexyl radicals have recently been reported by Takada, T.; Koizumi, H.; Ichikawa, T. Chem. Phys. Lett. 1999, 300, 233-256.
    • (1999) Chem. Phys. Lett. , vol.300 , pp. 233-256
    • Takada, T.1    Koizumi, H.2    Ichikawa, T.3
  • 4
    • 0001627036 scopus 로고
    • For one of the rare examples of a unimolecular 1,3-hydrogen shift in gas-phase carbanion chemistry, see: Brauman, J. I.; Sannes, K. A. J. Am. Chem. Soc. 1995, 117, 10088-10092.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 10088-10092
    • Brauman, J.I.1    Sannes, K.A.2
  • 5
    • 0000261787 scopus 로고
    • Porter, J. W., Spurgeon, S. L., Eds.; Wiley: New York
    • Croteau, R. in Biosynthesis of Isoprenoid Compounds; Porter, J. W., Spurgeon, S. L., Eds.; Wiley: New York, 1981; Vol. 1 pp 225-282.
    • (1981) Biosynthesis of Isoprenoid Compounds , vol.1 , pp. 225-282
    • Croteau, R.1
  • 16
    • 0345435005 scopus 로고    scopus 로고
    • note
    • Our most recent DFT calculations (B3LYP/6-311G**, including zero-point correction) place the 0 K heat of formation of 1-fluoro-1-propyl cation 15 kJ mol-1 below that of 1-fluoro-2-propyl cation.
  • 18
    • 84989072789 scopus 로고
    • Shaler, T. A.; Morton, T. H. J. Am. Chem. Soc. 1989, 111, 6868- 6870; 1990, 112, 4090.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 4090
  • 20
    • 0003260277 scopus 로고
    • and references therein
    • (a) Morton, T. H. Tetrahedron 1982, 38, 3195-3243 and references therein.
    • (1982) Tetrahedron , vol.38 , pp. 3195-3243
    • Morton, T.H.1
  • 24
    • 85012361942 scopus 로고
    • Marinelli, W. J.; Morton, T. H. J. Am. Chem. Soc. 1978, 100, 3536- 3539; 1979, 101, 1908.
    • (1979) J. Am. Chem. Soc. , vol.101 , pp. 1908


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.