Tandem postsynthetic modification of metal-organic frameworks using an inverse-electron-demand Diels-Alder reaction

Chao Chen; Corinne A Allen; Seth M Cohen

doi:10.1021/ic2017598

Tandem postsynthetic modification of metal-organic frameworks using an inverse-electron-demand Diels-Alder reaction

Inorg Chem. 2011 Nov 7;50(21):10534-6. doi: 10.1021/ic2017598. Epub 2011 Oct 10.

Authors

Chao Chen¹, Corinne A Allen, Seth M Cohen

Affiliation

¹ Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093, USA.

PMID: 21985297
DOI: 10.1021/ic2017598

Abstract

A postsynthetic modification (PSM) scheme for metal-organic frameworks (MOFs) has been developed using a tetrazine-based "Click" reaction. It was found that the efficacy of this modification procedure was dependent on the MOF topology and, in the case of an isoreticular MOF (IRMOF) system, required the formation of a mixed-ligand IRMOF with a suitable ratio of 1,4-benzenedicarboxylate (BDC) and an olefin-tagged BDC derivative. On the basis of the versatile use of tetrazine "Click" chemistry in bioconjugate chemistry, we expect that this scheme will prove to be a useful reaction for preparing functionalized materials, including MOFs.