17024-21-4Relevant articles and documents
Thermal Rearrangements of 9,10-Bis(trifluorovinyl)phenanthrene
Dolbier, William R.,Palmer, Keith W.
, p. 7064 - 7069 (1993)
Results from a study of the thermal unimolecular rearrangement of 9,10-bis(trifluorovinyl)phenanthrene are reported.Kinetic and product studies indicate that it is unexpectedly resistant to rearrangement, that its expected 6? electrocyclic rearrangement plays but a minor role, and that the major rearrangement process was a virtually unprecedented thermal reaction for 1,3,5-trienes, that of conversion to a bicyclohex-2-ene system (7).Activation parameters are provided for the minor electrocyclic process (ΔH(excit.) = 29.9 kcal/mol; ΔS(excit.) = -19.6 eu) and for the conversion to 7 (ΔH(excit.) = 34.4 kcal/mol; ΔS(excit.) = -6.6 eu) as well as for the secondary conversions of 7 to 4-(difluoromethylidene)-3,3,5,5-tetrafluoro-1,2-(9,10-phenanthro)cyclopent-1-ene (8) (ΔH(excit.) = 31.3 kcal/mol; ΔS(excit.) = -12.7 eu) and to 1,2-(9,10-phenanthro)-3,5,5-trifluoro-4-(trifluoromethyl)-1,3-cyclopentadiene (9) (ΔH(excit.) = 31.4 kcal/mol; ΔS(excit.) = -13.4 eu).A rarely encountered fluorine steric effect deriving from the stringent steric demands of the reaction's boat-like transition state is invoked to explain the inhibition of 1's electrocyclic process, while equally rare thermal 1,2-fluorine atom shifts are proposed to explain the rearrangement of 7.
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Barton,J.W. et al.
, p. 1384 - 1386 (1971)
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NOVEL RUTHENIUM COMPLEX, METHOD OF ITS PRODUCTION AND ITS USE IN REACTION OF OLEFINE METATHESIS
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Page/Page column 17-18, (2018/06/22)
The invention relates to novel ruthenium complexes of formula (9). The invention also relates to the method for preparation of novel metal complexes of formula (9) and their use in olefin metathesis reactions.