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Grafting of Secondary Diolamides onto [P 2 W 15 V 3 O 62 ] 9− Generates Hybrid Heteropoly Acids
Author(s) -
Lachkar David,
Vilona Debora,
Dumont Elise,
Lelli Moreno,
Lacôte Emmanuel
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201510954
Subject(s) - polyoxometalate , chemistry , amide , catalysis , proton , nitrogen , grafting , organic chemistry , physics , polymer , quantum mechanics
The Dawson tungstovanadate [P 2 W 15 V 3 O 62 ] 9− can be grafted to secondary diolamides. The electron‐withdrawing character of the polyanion increases the acidity of the amide proton, leading to an organo‐polyoxometalate, which can be used as a Brønsted organocatalyst. High‐field NMR and DFT modeling indicate that the amide proton stays on the nitrogen and that the exalted acidity derives from the interaction between the organic and inorganic parts of the organo‐polyoxometalate. The amide‐inserted vanadotungstates thus form a new family of (hybrid) heteropolyacids, offering new perspectives for the application of POM‐based catalysis in organic synthesis.