Reactions of 1,3-dibromo-1,1-difluoro compounds with 1,8-diazabicyclo[5.4.0]undec-7-ene

Journal of Organic Chemistry

Volumn 61, Issue 18, 1996, Pages 6252-6255

  Elsheimer, Seth ^a   Foti, Christopher J ^a   Bartberger, Michael D ^a  

^a UNIVERSITY OF CENTRAL FLORIDA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKADIENE; ORGANOFLUORINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0029814301     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo960992k     Document Type: Article

References (24)

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13. -1.] The atypical regiochemistry of this alkene presumably reflects the thermodynamic advantage of conjugation with the aromatic ring. The isomerization of (E)-1,1,1-trifluoro-4-phenyl-2-butene to (E)-4,4,4-trifluoro-1-phenyl-1-butene is estimated to be exothermic by 2.09 kcal/ mol (Benson, S. W. Thermochemical Kinetics, 2nd ed.; Wiley: New York, 1976).
14. -1.] The atypical regiochemistry of this alkene presumably reflects the thermodynamic advantage of conjugation with the aromatic ring. The isomerization of (E)-1,1,1-trifluoro-4-phenyl-2-butene to (E)-4,4,4-trifluoro-1-phenyl-1-butene is estimated to be exothermic by 2.09 kcal/ mol (Benson, S. W. Thermochemical Kinetics, 2nd ed.; Wiley: New York, 1976).
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19. 3 after 2 days at 61°C.
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