Pyrrole PMOs, incorporating new N-heterocyclic compounds on an ethene-PMO through Diels-Alder reactions

The ethenylene bridges on the walls of an ethenylene-bridged periodic mesoporous organosilica were successfully modified with a variety of pyrrole derivatives - pyrrole, methylpyrrole, dimethylpyrrole, trimethylpyrrole and 1-phenylpyrrole - through Diels-Alder reactions. X-ray diffraction measurements and N-2 adsorption-desorption analysis confirmed the preservation of the ordering and mesoporosity of the parent material as well as the decoration of the pores with the surface Diels-Alder adducts. Moreover, other techniques such as DRIFT, C-13 and Si-29 nuclear magnetic resonances revealed the formation of the surface N-heterocyclic compounds at the parent ethenylene sites. (C) 2014 Elsevier B.V. All rights reserved.