Tetrylenes based on 1,10-phenanthroline-containing diol: the synthesis and application as initiators of ε-caprolactone polymerizationстатья
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Дата последнего поиска статьи во внешних источниках: 16 сентября 2020 г.
Аннотация:Treatment of 4,7-dichloro-2,9-dimethyl-1,10-phenanthroline with two equivalents of p-tert-butylphenol in the presence of K2CO3 afforded 4,7-di(4-tert-butylphenoxy)-2,9-dimethyl-1,10-phenanthroline (1). Monolithiation of 1 with lithium diisopropylamide followed by treatment with benzophenone resulted in 1-(4,7-bis-p-tert-butylphenoxy-9-methyl-1,10-phenanthrolin-2-yl) methyl-1,1-diphenylethanol (2). 1-(4,7-Bis-p-tert-butylphenoxy-9-hydroxy (diphenyl) methyl-1,10-phenanthrolin-2-yl)-1,1-diphenylethanol (3), a tetradentate ONNO ligand, was prepared analogously from 2. The interaction of 3 with 1 eq. of Lappert's germylene or stannylene M[ N(SiMe3)(2)](2) (M = Ge, Sn) led to the corresponding germylene 4 and stannylene 5 in moderate yields. According to (II)-I-1, C-13, and Sn-119 NMR spectroscopy data, stannylene 5 is monomeric in solution and the coordination number of tin atom is 4. Tetrylenes 4 and 5 demonstrated high activity as initiators of bulk polymerization of epsilon-caprolactone which leads to high-molecular-weight polymers with relatively narrow molecular weight distribution.