Immobilized Phthalocyanine Aluminum Complexes in Synthesis of α-Aminophosphonates. Phosphorylation of Various Imines

An aluminum phthalocyanine complex covalently bonded to the silica surface of mesoporous MCM-41 molecular sieve was successfully applied as a catalyst for hydrophosphorylation of various imines. The immobilized catalyst exhibited a high catalytic activity, stability, and reusability under various co...

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Bibliographic Details
Published in:Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 2015-02, Vol.190 (2), p.220-231
Main Authors: Matveeva, Elena D., Shuvalov, Maxim V., Podrugina, Tatjana A., Proskurnina, Marina V., Zefirov, Nikolay S.
Format: Article
Language:English
Subjects:
Aluminum phthalocyanine
aminophosphonate
heterogeneous catalysis
MCM-41
nucleophilic addition
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Summary:An aluminum phthalocyanine complex covalently bonded to the silica surface of mesoporous MCM-41 molecular sieve was successfully applied as a catalyst for hydrophosphorylation of various imines. The immobilized catalyst exhibited a high catalytic activity, stability, and reusability under various conditions for the synthesis of the wide range of α-aminophosphonates based on aminoacid ketimines, azines, hydrazones, semicarbazones, and oximes. The immobilization of the phthalocyanine to the walls of MCM-41 was performed by the reaction of phthalocyanine tetracarboxylic acid chloroanhydride with MCM-41 premodified by 3-(aminopropyl)-triethoxysilane (APTES).The catalytic performance of the novel AlPc-MCM-41 for hydrophosphorylation was compared with that of the same unsupported complexes.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426507.2014.914936