Russian Journal of Organic Chemistry p. 50 - 56 (2004)
Update date:2022-08-28
Topics:
Sadovskii
Solomoichenko
Kas'yan
Golodaeva
Anikanova
Kas'yan
Savelova
The nucleophilic reactivity of amines of the norbornane, norbornene, and adamantane series toward p-toluenesulfonyl chloride and diphenyl chlorophosphate in acetonitrile at 25°C is determined mainly by the steric factor. Parameters characterizing spatial accessibility of the reaction center in the amine molecule have been determined. Cage-like substituents show no appreciable effect on the amine reactivity, as compared to common alkyl groups.
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