Abstract
Abstract The reaction of Sn–OC bond-containing tin(II) compounds with ethyl isocyanate was investigated. From the νNC0 absorption bands, it is recognized that the reactivity, in terms of tin(II) compounds, decreases in the order: bis[2-(dimethylamino)ethoxo]tin(II) > bis[o-(ethoxycarbonyl)phenolato]tin(II) > di(phenolato)tin(II)>bis(ethoxycarbonylacetonato)tin(II)>bis(3-ethoxycarbonyl-2-pentanoato)tin(II)>bis(1-phenylbutane-1,3-dionato)tin(II)>bis(dibenzoylmethanato)tin(II). Bis[2-(dimethylamino)ethoxo]tin(II), bis[o-(ethoxycarbonyl)phenolato]tin(II), and di(phenolato)tin(II) yielded triethyl isocyanurate as a main product from reactions with ethyl isocyanate, while bis(ethoxycarbonylacetonato)tin(II), bis(3-ethoxycarbonyl-2-pentanoato)tin(II), bis(1-phenylbutane-1,3-dionato)tin(II), and bis(dibenzoylmethanato)tin(II) gave mixtures of the isocyanurate and 6-ethylimino-1,3,5-triethylhexahydro-1,3,5-triazine-2,4-dione. The mechanism for the formation of these products is discussed.
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