abstract
N-Alkylation reaction of amine functionalized phenylene moieties in crystal-like mesoporous silica is successfully achieved with about 87% of conversion in two reaction cycles. A potassium iodide catalyzed method commonly used for the selective N-monoalkylation of aniline is adapted and optimized to the N-monoalkylation reactions of the amine functionalized periodic mesoporous phenylene-silica (NH2-PMO) under microwave irradiation with preservation of the ordered mesostructure and of the crystal-like molecular scale periodicity of the material. This functionalization opens an avenue for the preparation of new materials with different amino-alkyl groups specially designed for a desired application, namely on the adsorption or catalytic fields.
keywords
ORGANIC GROUPS; FRAMEWORKS; WALLS
subject category
Chemistry
authors
Lourenco, MAO; Siegel, R; Mafra, L; Ferreira, P
our authors
Groups
1 - Inorganic Functional Nanomaterials and Organic-Inorganic Hybrids
2 - Multifunctional Ferroic Ceramics and Nanostructures
Projects
Intelligent design of mesoporous organosilicas for adsorptive separation processes (PTDC/EQU-EQU/099423/2008)
Development of High-Resolution 1h Solid-State NMR Methods and Applications on Materials and Molecules of Biological Interest (PTDC/QUI-QUI/100998/2008)
Centre for Research in Ceramics and Composite Materials - CICECO (LA0011: 2011-2012) (PEst-C/CTM/LA0011/2011)
acknowledgements
The authors thank FCT and FEDER (QREN - COMPETE) for funding the projects PTDC/EQU-EQU/099423/2008, PTDC/QUI-QUI/100998/2008 and PEst-C/CTM/LA0011/2011. FCT is acknowledged for financing the Portuguese NMR Network (RNRMN), the Post-Doc grant SFRH/BPD/44355/2008 (to R.S.) and the PhD grant SFRH/BD/80883/2011 (to M.A.O.L.).