Synthesis and transacylating reactivity of beta-cyclodextrin ethylenediamines.
The synthesis of the ethylenediamine-connected cyclodextrin dimer is reported, together with the syntheses of several reference cyclodextrinylamines. Each compound displayed enhanced transacylation or transphosphorylation of activated substrates, with the primary amine-bearing monocyclodextrin compound showing the greatest activity. No special rate advantage was observed for this cyclodextrin dimer, although such effects do exist in other cycloextrin dimers reported previously.
Beeson
J C
JC
Department of Chemistry, Ohio State University, Columbus 43210.
Czarnik
A W
AW
D000215:Acylation; D003505:Cyclodextrins / Q000138:chemical synthesis* / Q000737:chemistry; D005029:Ethylenediamines / Q000138:chemical synthesis / Q000737:chemistry; D007700:Kinetics; D015394:Molecular Structure; D010766:Phosphorylation; D047392:beta-Cyclodextrins
D003505:Cyclodextrins; D005029:Ethylenediamines; D047392:beta-Cyclodextrins; C031215:betadex