Fourfold Diels-Alder reaction of tetraethynylsilane

Chemistry. 2014 Dec 8;20(50):16448-53. doi: 10.1002/chem.201404799. Epub 2014 Oct 28.

Abstract

A series of ethynylated silanes, including tetraethynylsilane, was treated with tetraphenylcyclopentadienone at 300 °C under microwave irradiation to give the aromatized Diels-Alder adducts as sterically encumbered mini-dendrimers with up to 20 benzene rings. The sterically most congested adducts display red-shifted emission through intramolecular π-π interactions in the excited state.

Keywords: Diels-Alder reaction; dendrimer; ethynyl; oligophenyl; silane.