Tetrazine Linkers as Plug-and-Play Tags for General Metal-Organic Framework Functionalization and C 60 Conjugation.

Autor: Lerma-Berlanga B; Functional Inorganic Materials Team, Instituto de Ciencia Molecular (ICMol), Universitat de València, Catedrático José Beltrán-2, 46980, Paterna, Spain., Ganivet CR; Functional Inorganic Materials Team, Instituto de Ciencia Molecular (ICMol), Universitat de València, Catedrático José Beltrán-2, 46980, Paterna, Spain., Almora-Barrios N; Functional Inorganic Materials Team, Instituto de Ciencia Molecular (ICMol), Universitat de València, Catedrático José Beltrán-2, 46980, Paterna, Spain., Vismara R; Departamento de Química Inorgánica, Universidad de Granada, Av. Fuentenueva S/N, 18071, Granada, Spain., Navarro JAR; Departamento de Química Inorgánica, Universidad de Granada, Av. Fuentenueva S/N, 18071, Granada, Spain., Tatay S; Functional Inorganic Materials Team, Instituto de Ciencia Molecular (ICMol), Universitat de València, Catedrático José Beltrán-2, 46980, Paterna, Spain., Padial NM; Functional Inorganic Materials Team, Instituto de Ciencia Molecular (ICMol), Universitat de València, Catedrático José Beltrán-2, 46980, Paterna, Spain., Martí-Gastaldo C; Functional Inorganic Materials Team, Instituto de Ciencia Molecular (ICMol), Universitat de València, Catedrático José Beltrán-2, 46980, Paterna, Spain.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2022 Oct 10; Vol. 61 (41), pp. e202208139. Date of Electronic Publication: 2022 Sep 05.
DOI: 10.1002/anie.202208139
Abstrakt: The value of covalent post-synthetic modification in expanding the chemistry and pore versatility of reticular solids is well documented. Here we use mesoporous crystals of the metal-organic framework (MOF) UiO-68-TZDC to demonstrate the value of tetrazine connectors for all-purpose inverse electron-demand Diels-Alder ligation chemistry. Our results suggest a positive effect of tetrazine reticulation over its reactivity for quantitative one-step functionalization with a broad scope of alkene or alkyne dienophiles into pyridazine and dihydropyridazine frameworks. This permits generating multiple pore environments with diverse chemical functionalities and the expected accessible porosities, that is also extended to the synthesis of crystalline fulleretic materials by covalent conjugation of fullerene molecules.
(© 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.)
Databáze: MEDLINE