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New glycosylated platinum(II) phthalocyanine containing ribose moiety – synthesis and photophysical properties
Journal of Organometallic Chemistry ( IF 2.1 ) Pub Date : 2020-06-11 , DOI: 10.1016/j.jorganchem.2020.121372
Alexander N. Volov , Ivan D. Burtsev

The synthesis and spectral characterisation of new glycoconjugated phthalonitrile connected with triazole linker via Cu(II)-mediated click reaction is reported. Treatment of azido derivative of 1-methoxy-2,3- O-isopropylidene-β-d-ribose with 4-O-propargyloxy-substituted phthalonitrile in presence copper(II) sulfate pentahydrate and sodium l-ascorbate in tert-butanol/water gave desired glycophthalonitrile with 84% yield. This precursor underwent mixed-cyclisation with the tert-butyl-substituted phthalonitrile, to afford the mono-glycosylated A3B-type platinum(II) phthalocyanine. Upon irradiation this compound could sensitise the formation of singlet oxygen in acetone, with 0.95 quantum yield by comparative method with use of 1,3-diphenylisobenzofuran (DPBF) as scavenger.



中文翻译:

新的含核糖部分的糖基化铂(II)酞菁酞菁-合成和光物理性质

报道了通过Cu(II)介导的点击反应与三唑接头连接的新的糖共轭邻苯二甲腈的合成和光谱表征。在五水合硫酸铜(II)和1-抗坏血酸钠存在下的丁醇/水中,用4 - O-炔丙基氧基取代的邻苯二甲腈处理1-甲氧基-2,3 - O-异亚丙基-β - d-核糖的叠氮基衍生物以84%的收率得到所需的邻苯二甲腈。该前体与丁基取代的邻苯二甲腈进行混合环化,得到单糖基化的A 3。B型铂(II)酞菁。辐射后,该化合物可通过使用1,3-二苯基异苯并呋喃(DPBF)作为清除剂的比较方法,以0.95的量子产率敏化丙酮中单线态氧的形成。

更新日期:2020-07-01
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