Generic postfunctionalization route from amino-derived metal-organic frameworks

Marie Savonnet; Delphine Bazer-Bachi; Nicolas Bats; Javier Perez-Pellitero; Erwann Jeanneau; Vincent Lecocq; Catherine Pinel; David Farrusseng

doi:10.1021/ja909613e

Generic postfunctionalization route from amino-derived metal-organic frameworks

J Am Chem Soc. 2010 Apr 7;132(13):4518-9. doi: 10.1021/ja909613e.

Authors

Marie Savonnet¹, Delphine Bazer-Bachi, Nicolas Bats, Javier Perez-Pellitero, Erwann Jeanneau, Vincent Lecocq, Catherine Pinel, David Farrusseng

Affiliation

¹ IRCELYON, Institut de recherches sur la catalyse et l'environnement de Lyon; Universite Lyon 1 - UMR 5256 CNRS, 2 avenue Albert Einstein, F-69626 Villeurbanne Cedex, France.

PMID: 20232865
DOI: 10.1021/ja909613e

Abstract

This study deals with the development of a soft, generic, one-pot postfunctionalization method for metal-organic frameworks (MOFs) starting from compounds with an amino group on the linker. The first step consists of transforming the amino group into azide (N(3)) by an unconventional route using tBuONO and TMSN(3). In the same vessel, the desired functionalized MOF then is obtained by the Huisgen 1,3-dipolar cycloaddition of azides to alkynes, otherwise known as the "click" reaction. The method was applied to DMOF-NH(2) and MIL-68(In)-NH(2), which represent two distinct and important classes of MOF. For both, the functionalization was complete (>90% grafting) and the crystallinity was maintained. Thanks to the large diversity and availability of cyano- and acetylene-based chemicals, this method opens the door to tailor-made functionalized MOFs.