Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 61, Issue 41, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202208139
Keywords
Click Chemistry; Diels-Alder; Fullerene; Metal-Organic Frameworks; Tetrazine Tags
Categories
Funding
- EU (ERC Stg Chem-fsMOF) [714122]
- Generalitat Valenciana [PROMETEU/2021/054, SEJIGENT/2021/059, IDIFEDER/2021/075]
- Spanish government [FPU16/04162, CEX2019-000919-M, PID2020118117RB-I00, PID2020-113608RB-I00, EUR2021121999]
- La Caixa Foundation [100010434, LCF/BQ/PR20/11770014]
- Programa Juan de la Cierva Formacion [FJC2020-045043-I]
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The value of covalent post-synthetic modification in expanding the chemistry and pore versatility of reticular solids is well documented. In this study, tetrazine connectors were used to demonstrate the value of all-purpose inverse electron-demand Diels-Alder ligation chemistry, generating multiple pore environments with diverse chemical functionalities and accessible porosities.
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.
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