Correction. Kinetic Study of Elimination Reactions Promoted by Crown Ether Complexed Potassiumtert-Butoxide intert-Butyl Alcohol

1976 ◽  
Vol 41 (25) ◽  
pp. 4052-4052
Author(s):  
Sergio. Alunni ◽  
Enrico. Baciocchi ◽  
Piero. Perucci
2001 ◽  
Vol 15 (2) ◽  
pp. 108-114 ◽  
Author(s):  
Gianfranco Fontana ◽  
Vincenzo Frenna ◽  
Liliana Lamartina ◽  
Maria Concetta Natoli ◽  
Renato Noto

1972 ◽  
Vol 25 (2) ◽  
pp. 361 ◽  
Author(s):  
RFM Cole ◽  
JM Coxon ◽  
MP Hartshorn

The reaction of cis-bornane-2,3-diol monotosylates with potassium t-butoxide in t-butyl alcohol gives exclusively the corresponding born-2-ene epoxide; trans-bornane-2,3-diol monotosylates give a ketone in addition to the epoxide.


1985 ◽  
Vol 63 (1) ◽  
pp. 100-102 ◽  
Author(s):  
Peter James Smith ◽  
Kanchugarakoppal S. Rangappa ◽  
Kenneth Charles Westaway

Secondary α-deuterium kinetic isotope effects have been determined for the elimination reactions of 2-phenylethyl halides with tert-butoxide in tert-butyl alcohol at 40 °C in the presence and absence of the crown ether 18C6. The second-order rate constant k2 and the normal (kH/kD)α effect remained constant when the tert-butoxide concentration was varied for reaction of the iodo and bromo compounds. However, both the magnitude of k2 and the secondary α-deuterium isotope effect were significantly dependent on [t-BuO−] when chlorine and fluorine are the leaving groups. It is noteworthy that (kH/kD)α is inverse for the reaction of both the chloro and fluoro compounds at "low" base concentrations and normal at "high" base concentrations. These results are discussed in terms of both syn- and anti-elimination pathways promoted by various associated and dissociated base species. It is suggested that the (kH/kD)α effect may be useful as a criterion for determining the stereochemistry of E2 elimination reactions.


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