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出 处:《有机化学》1994年第5期487-491,共5页Chinese Journal of Organic Chemistry
基 金:国家自然科学基金;国家教委博士学科点专项科研基金
摘 要:本文报道了含取代基碲碳青染料(8a~b)的合成方法。4-氯苯胺用等摩尔的乙酸汞、氯化锂及过量的乙酸酐处理可高收率地得到芳基氯化汞(2)。2在冰乙酸中与等摩尔的四氯化碲回流生成3(内盐)。以水合肼还原3得到化合物4,后者可进一步用硼氢化钠还原并用碘甲烷烷化生成5。化合物6可在不同条件下分别由3、4或5得到。在碘甲烷或碘乙烷作用下,6可以烷基化生成季铵盐(7a~b),后者与原甲酸乙酯在乙酸酐中缩合即生成对称的碲碳菁染料(8a~b)。对染料的可见吸收光谱也进行了讨论。A synthetic route for substituted telluracarbocyanine dyes (8a- b) is described. Treatment of 4-chloroaniline (1) with equimolar amounts of mercury acetate, lithium chloride and excess acetic anhydride gave 2 in high yield. The aryl mercury chloride (2) refluxed with an equimolar amount of tellurium tetrachloride in acetic acid gave compound 3(inner salt). Reduction of 3 with hydrazine hydrate produced 4, which could be further reduced with sodium borohydride and then alkylated with methyl iodide to give compound 5 Compound 6 could be synthesized from 3, 4, or 5 under different conditions, respectively. Alkylation of 6 with methyl or ethyl iodide formed quaternary ammonium salts (7a-b) which could be condensed with ethyl orthoformate in acetic anhydride to give symmetric telluracarbocyanine dyes (8a-b), The visible absorption of the dyes is also discussed.
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