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Site‐Isolated Porphyrin Catalysts in Imprinted Polymers
Author(s) -
Burri Estelle,
Öhm Margarita,
Daguenet Corinne,
Severin Kay
Publication year - 2005
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200500375
Subject(s) - porphyrin , benzaldehyde , metalation , catalysis , polymerization , polymer chemistry , polymer , copolymer , chemistry , ethylene glycol , ethylene oxide , ethylene glycol dimethacrylate , photochemistry , organic chemistry , methacrylic acid
A meso ‐tetraaryl ruthenium porphyrin complex having four polymerizable vinylbenzoxy groups ( 2 ) has been synthesized by reaction of pyrrole with 4‐(vinylbenzoxy)benzaldehyde and subsequent metalation with [Ru 3 (CO) 12 ]. The porphyrin complex was immobilized by copolymerization with ethylene glycol dimethacrylate. The resulting polymer P2 was found to catalyze the oxidation of alcohols and alkanes with 2,6‐dichloropyridine N ‐oxide without activation by mineral acids. Under similar conditions, the homogeneous catalyst 2 was completely inefficient. By using diphenylaminomethane and 1‐aminoadamantane as coordinatively bound templates during the polymerization procedure, the molecularly imprinted polymers P3 and P4 have been synthesized. Compared with the polymer P2 , the imprinted catalysts displayed a significantly increased activity with rate enhancements of up to a factor of 16.