Functional Porphyrinic Metal-Organic Framework as a New Class of Heterogeneous Halogen-Bond-Donor Catalyst.
Angew Chem Int Ed Engl
; 60(45): 24312-24317, 2021 11 02.
Article
in En
| MEDLINE
| ID: mdl-34496141
ABSTRACT
Biomimetic metal-organic frameworks have attracted great attention as they can be used as bio-inspired models, allowing us to gain important insights into how large biological molecules function as catalysts. In this work, we report the synthesis and utilization of such a metal-metalloporphyrin framework (MMPF) that is constructed from a custom-designed ligand as an efficient halogen bond donor catalyst for Diels-Alder reactions under ambient conditions. The implementation of fabricated halogen bonding capsule as binding pocket with high-density C-Br bonds enabled the use of halogen bonding to facilitate organic transformations in their three-dimensional cavities. Through combined experimental and computational studies, we showed that the substrate molecules diffuse through the pores of the MMPF, establishing a host-guest system via the C-Brâ
â
â
π interaction. The formation of halogen bonds is a plausible explanation for the observed boosted catalytic efficiency in Diels-Alder reactions. Moreover, the unique capability of MMPF highlights new opportunities in using artificial non-covalent binding pockets as highly tunable and selective catalytic materials.
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Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Angew Chem Int Ed Engl
Year:
2021
Document type:
Article
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