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Volumn 130, Issue 5, 2009, Pages 474-483

On the isolation of neat allylic fluorides

Author keywords

Allylic fluorides; Cinnamyl fluoride; Cyclohexenyl fluoride; Geranyl fluoride; Glass mediated decomposition

Indexed keywords


EID: 67349246225     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jfluchem.2009.02.012     Document Type: Article
Times cited : (15)

References (79)
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    • 6 in 10 min were observed by NMR to undergo acid-catalyzed equilibration during the following hour.
  • 34
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    • note
    • 3 for 24 h in borosilicate NMR tubes, while analogous runs in Teflon inserts resulted in no reaction (Table 2).
  • 37
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    • 2 was effected by 0.15, 0.25 and 0.15 equiv. TEMPO, respectively, as a result of its acid-mediated disporportionation that consumes stoichiometric equivalent of the acid: J.M. Bobbitt, C.L. Flores, Heterocycles 27 (1988) 509-533. Z. Ma, J.M. Bobbitt, J. Org. Chem. 56 (1991) 6110-6114. S. Kishioka, T. Ohsaka, K. Tokuda, Electrochim. Acta 48 (2003) 1589-1594. X. Wang, R. Liu, Y. Jin, X. Liang, Chem. Eur. J. 14 (2008) 2679-2685.
    • 2 was effected by 0.15, 0.25 and 0.15 equiv. TEMPO, respectively, as a result of its acid-mediated disporportionation that consumes stoichiometric equivalent of the acid: J.M. Bobbitt, C.L. Flores, Heterocycles 27 (1988) 509-533. Z. Ma, J.M. Bobbitt, J. Org. Chem. 56 (1991) 6110-6114. S. Kishioka, T. Ohsaka, K. Tokuda, Electrochim. Acta 48 (2003) 1589-1594. X. Wang, R. Liu, Y. Jin, X. Liang, Chem. Eur. J. 14 (2008) 2679-2685.
  • 38
    • 0000582687 scopus 로고    scopus 로고
    • FH = 441 Hz doublet in spectra of entry 19 reaction following dilution with ether and cooling below RT. D.K. Hindermann, C.D. Cornwell, J. Chem. Phys. 48 (1968) 2017-2025. C. MacLean, E.L. Mackor, J. Chem. Phys. 34 (1961) 2207-2208. G.J. Schrobilgen, J. Chem. Soc., Chem. Commun. (1988) 863-865.
    • FH = 441 Hz doublet in spectra of entry 19 reaction following dilution with ether and cooling below RT. D.K. Hindermann, C.D. Cornwell, J. Chem. Phys. 48 (1968) 2017-2025. C. MacLean, E.L. Mackor, J. Chem. Phys. 34 (1961) 2207-2208. G.J. Schrobilgen, J. Chem. Soc., Chem. Commun. (1988) 863-865.
  • 39
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    • note
    • 19F NMR mass balance, of 34-79% with a median of 60%, due to precipitation/adsorption of inorganic fluoro anions as metal salts on the glass surface.
  • 57
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    • Olah G.A. (Ed), Interscience, New York pp. 313, 428, 767
    • In: Olah G.A. (Ed). Friedel-Crafts and Related Reactions vol. 2 (1964), Interscience, New York pp. 313, 428, 767
    • (1964) Friedel-Crafts and Related Reactions , vol.2
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    • 2SO: H. Sun, S.G. DiMagno, J. Am. Chem. Soc. 127 (2005) 2050-2051.
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    • note
    • 13C HSQC spectrum.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.