首页> 外文期刊>Chemistry: A European journal >Monosaccharides as Silicon Chelators:Pentacoordinate Bis(diolato)(phenyl)silicates with the cis-Furanose Isomers of Common Pentoses and Hexoses
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Monosaccharides as Silicon Chelators:Pentacoordinate Bis(diolato)(phenyl)silicates with the cis-Furanose Isomers of Common Pentoses and Hexoses

机译:单糖作为硅螯合剂:五配位双(二醇基)(苯基)硅酸盐与常见戊糖和己糖的顺式呋喃糖异构体

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摘要

Five-coordinate phenylsili-cates are formed from the reaction of trimethoxy(phenyl)silane with mono-saccharides in methanol in the presence of a stoichiometric amount of base.Five complexes have been isolated and characterized with two ketoses and three aldopentoses.The silicon central atom in [K([18]crown-6)] [PhSi(beta-D-Fruf2,3H_2)_2]-MeOH (1,Fru = fructose) is part of two chelate rings,with the ligands being beta-D-fructo-furanose-O~2,O~3 dianions.The p-fura-nose isomer is best suited for silicon li-gation because it exhibits a torsion angle close to 0~° for the most acidic diol function,thus assuring a flat chelate ring.The same structural principles are also found in [K([18]crown-6)] [PhSi(beta-D-Araf1,2H_2)_2] centre dot 2 MeOH (2,Ara = arabinose),[K([18]crown-6)][PhSi-(alpha-D-Ribfl,2H_2)_2] (3,Rib = ribose),[K([18]crown-6)][PhSi(alpha-D-Xylfl,2H_2)_2]centre dot acetone (4,Xyl = xylose),and [K([18]-crown-6)][PhSi(alpha-D-Rulf2,3H_2)_2] (5,Rul = ribulose).
机译:五配位苯基硅酸酯是由三甲氧基(苯基)硅烷与单糖在甲醇中在化学计量的碱存在下反应形成的,已分离出五种配合物,并用两个酮糖和三个醛糖苷进行了表征。 [K([18] crown-6)] [PhSi(beta-D-Fruf2,3H_2)_2] -MeOH(1,Fru =果糖)中的原子是两个螯合环的一部分,配体为β-D-果糖-呋喃糖-O〜2,O〜3二价阴离子。对-呋喃糖-鼻异构体最适合硅连接反应,因为它在最酸性的二醇官能团中表现出接近0〜°的扭转角,因此可确保平坦在[K([18] crown-6)] [PhSi(beta-D-Araf1,2H_2)_2]中心点2 MeOH(2,Ara =阿拉伯糖),[K( [18] crown-6)] [PhSi-(alpha-D-Ribfl,2H_2)_2](3,Rib =核糖),[K([18] crown-6)] [PhSi(alpha-D-Xylfl, 2H_2)_2]中心点丙酮(4,Xyl =木糖)和[K([18]-皇冠-6)] [PhSi(alpha-D-Rulf2,3H_2)_2](5,Rul =核糖)。

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