Dr. Erich Brumbaugh
Degree Award Date
B~CYCLODEXTRIN DIMERS, n-ALIPHATIC DIAMINE LINKERS, cooperative binding mechanism
In order to investigate the cooperative binding mechanism of cyclodextrin dimers, the synthesis of a series of bis(l3-cyclodextrin)s tethered with n-aliphatic diamine linkers of varying lengths has been proposed. In this current study, two such compounds, N,N'-bis-6-(6-deoxy-pcyclodextrinyl) ethanediamine ( 4) and N,N' -bis-6-(6-deoxy-p-cyclodextrinyl)propanediamine (5), possessing dual cyclodextrin cavities linked via a two carbon 1,2-ethanediamine and a three carbon 1,3- propanediamine tether were successfully synthesized. In future studies, the synthesis of additional dimers with increasingly longer tether lengths is planned, with the ultimate goal of comparing the inclusion complexation strength of these dimeric species to that of native p-cyclodextrin with several guest molecules of linear and/or bent geometries. A trend in complexation strength with tether length for specific guest geometries is anticipated, with such findings giving further credence to the cooperative binding mechanism.
Berman, Ashley, "SYNTHESIS OF B~CYCLODEXTRIN DIMERS TETHERED WITH n-ALIPHATIC DIAMINE LINKERS OF VARYING LENGHT" (2002). Honors Projects. 380.