@article{wjoc2021911,
author={{Mellace, Alfredo and Hanson, James E.},
title={Trisubstituted Triptycenes: Toward the Preparation of Three-Dimensional Dendrimers},
journal={World Journal of Organic Chemistry},
volume={9},
number={1},
pages={1--5},
year={2021},
url={http://pubs.sciepub.com/wjoc/9/1/1},
issn={2372-2169},
abstract={A synthesis of benzyl trisubstituted triptycenes is described. These triptycenes are precursors for producing a first generation (G<SUB>1</SUB>) poly(triptycylether) dendrimer, a derivative of known poly(arylether) dendrimers. The molecule necessary for the further elaboration into the eventual dendrimer is a carboxylic acid ester triptycene terminated with two ether substituents on another ring; the zero generation (G<SUB>0</SUB>). The synthesis begins with formation of the Diels-Alder adduct of benzoquinone and methyl 2-anthroate. This adduct is aromatized under basic conditions and the resulting anion trapped with a benzyl halide as an electrophile to form the trisubstituted triptycene. Access to the trisubstituted system is obtained through a highly improved, efficient and chromatography free preparation of anthracene derivatives, mainly methyl 2-anthroate.},
doi={10.12691/wjoc-9-1-1}
publisher={Science and Education Publishing}
}