Dendrimers Derived from 1 → 3 Branching Motifs

A study was conducted to demonstrate the derivation of dendrimers from 1→3 branching motifs. A three-atom distance was needed between the branch point and the reactive chemical center to circumvent retardation of these chemical transformations. Triol was treated with the chloroacetic acid, esterified (MeOH,H+ to produce polyester reduced (LAH) and transformed (TsCl) to the corresponding tris(tosylate). The simplest 1→3 branched monomer TRIS had been used for simple amidation where it readily transformed esters to the corresponding amide by a facile two-step procedure, transesterification followed by rearrangement. This ester triol transformation was also demonstrated in the conversion of numerous initially nondendritic hydrophobic materials into more hydrophilic compounds, such as neutral, cyclophanedodecaalcohol.