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Oxidation of Isoeugenol by Salen Complexes with Bulky Substituents
Dipartimento di Scienze dell’Ambiente e del Territorio, Università degli Studi di Milano-Bicocca, Piazza della Scienza, 1, 20126, Milano, Italy
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Received: 21 January 2010; in revised form: 9 February 2010 / Accepted: 28 February 2010 / Published: 4 March 2010
Abstract: The catalytic properties of bulky water-soluble salen complexes in the oxidation of isoeugenol(2-methoxy-4-(1-propenyl) phenol) have been investigated in aqueous ethanol solutions in order to obtain a mixture of polymeric compounds through dehydrogenative polymerization. The average molecular weight of dehydrogenated polymers (DHPs) was monitored by GPC and correlated to reaction conditions such as time, concentration of substrate, concentration of catalyst, type of oxidation agent, etc. The DHP synthesized by adopting the best reaction conditions was characterized by different analytical techniques (GPC, 13C-NMR, 31P-NMR and LC-MS) to elucidate its structure. The lignin-like polymer resulting from isoeugenol radical coupling possesses valuable biological activity and finds applications in a variety of fields, such as packaging industry and cultural heritage conservation.
Keywords: salen; isoeugenol; dehydrogenative polymerization; GPC; NMR
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MDPI and ACS Style
Salanti, A.; Orlandi, M.; Tolppa, E.-L.; Zoia, L. Oxidation of Isoeugenol by Salen Complexes with Bulky Substituents. Int. J. Mol. Sci. 2010, 11, 912-926.
Salanti A, Orlandi M, Tolppa E-L, Zoia L. Oxidation of Isoeugenol by Salen Complexes with Bulky Substituents. International Journal of Molecular Sciences. 2010; 11(3):912-926.
Salanti, Anika; Orlandi, Marco; Tolppa, Eeva-Liisa; Zoia, Luca. 2010. "Oxidation of Isoeugenol by Salen Complexes with Bulky Substituents." Int. J. Mol. Sci. 11, no. 3: 912-926.