The syntheses of organo-soluble metallophthalocyanines having sulfo- and sulfonamido- electron-withdrawing substituents are reported. The simple cation exchange of the readily available tetrasodium salt of metallo-sulfophthalocyanines 1( M = Ni , Co , Fe , Cr ) by alkylammonium salts afforded the sulfophthalocyanines 2 and 3 in good yields. Complexes 2 featuring two long C 18 alkyl chains are only soluble in organic solvents while tetrabutylammonium counter ions exhibit a dual solubility in both organic solvents and water for compounds 3. The tetrasulfonamidophthalocyanine complexes 5–7 with four C8, four C18 or eight C8 alkyl chains have been obtained after chlorination of the sulfophthalocyanines 1 leading to the chlorosulfonyl derivatives 4, followed by reaction with various substituted amines. The synthesis of the chromium precursors with tetrasulfo and tetrachlorosulfonyl substituents is also described.

中文翻译：

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具有吸电子取代基的有机可溶性金属酞菁的合成

报道了具有磺基和磺酰胺基吸电子取代基的有机可溶性金属酞菁的合成。烷基铵盐对容易获得的金属硫酞菁四钠盐 1 (M = Ni , Co , Fe , Cr ) 进行简单的阳离子交换，以良好的收率得到了硫酞菁 2 和 3。具有两个长 C 18 烷基链的配合物 2 仅溶于有机溶剂，而四丁基铵抗衡离子对化合物 3 表现出在有机溶剂和水中的双重溶解性。具有四个 C8、四个 C18 或八个 C8 烷基链的四磺酰胺基酞菁配合物 5-7磺基酞菁 1 氯化后得到氯磺酰基衍生物 4，然后与各种取代的胺反应。