121456-55-1Relevant articles and documents
Mechanisms of 5′-O-Benzyl-2,3′-anhydrothymidine Reactions with Nucleophiles. I. Kinetics of Azide Formation by Dimethylammonium Azide in DMF
Malin,Shcherbinin,Poplavskii,Kononov,Ostrovskii
, p. 549 - 553 (2007/10/03)
Reaction of 5′-O-benzoyl-2,3′-anhydrothymidine with dimethylammonium azide in DMF within temperature range 95-125°C is described by the kinetic equation of overall second order, first order on each reagent. Taking into account the found values of activation parameters [Δ≠H 130 kJ mol-1, Δ≠S 36 J mol-1 K-1] we presume a the mechanism, according to which the limiting step in the azjdation is the heterolytic cleavage of a C3′ -O2 bond followed by fast attack of the aziding agent on the C3 atom of the intermediate, where the positive charge is localized.