Oxidation of Isoeugenol by Salen Complexes with Bulky Substituents

International Journal of Molecular Sciences

Anika Salanti¹  Marco Orlandi²  Eeva-Liisa Tolppa² 

[1] Dipartimento di Scienze dell’Ambiente e del Territorio, Università degli Studi di Milano-Bicocca, Piazza della Scienza, 1, 20126, Milano, Italy;

关键词: salen;    isoeugenol;    dehydrogenative polymerization;    GPC;    NMR;   

DOI  :  10.3390/ijms11030912

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
© 2010 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland.