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首页> 外文期刊>Chirality: The pharmacological, biological, and chemical consequences of molecular asymmetry >Chiral HPLC Separation, Absolute Structural Elucidation, and Determination of Stereochemical Stability of trans-Bis[2-(2-pyridinyl) aminophenolato] Cyclotriphosphazene
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Chiral HPLC Separation, Absolute Structural Elucidation, and Determination of Stereochemical Stability of trans-Bis[2-(2-pyridinyl) aminophenolato] Cyclotriphosphazene

机译：反式双[2-（2-吡啶基）氨基苯酚基]环三磷腈的手性HPLC分离，绝对结构解析和立体化学稳定性的测定

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摘要

Chiral high-performance liquid chromatography (HPLC) separation of trans-bis [2-(2-pyridyl) aminophenolato] dichlorocyclotriphosphazene 1 was achieved and the absolute configuration of (+)-1 was assigned to be S, S by single-crystal X-ray structural analysis. The optically pure 1,2-diphenyl-1,2-ethanediolate derivatives (+)-2a and (-)-2b were synthesized by the reactions of (+)-1 and (-)-1 with (R, R)-hydrobenzoin, respectively, in refluxing toluene in the presence of an excess amount of triethylamine and a catalytic amount of 4-(dimethylamino) pyridine. The racemization of the enantiomers of 1 and the epimerization of diastereomers of 2 were not observed in refluxing toluene neither under acidic nor basic conditions. The stereochemistry of (+)-1 was confirmed by the crystal structure of (+)-2a and bis[(4-methyl-2-pyridyl) oxy] cyclotriphosphazene (+)-3 derived from (+)-1. (C) 2016 Wiley Periodicals, Inc.
机译：反式-双[2-（2-吡啶基）氨基苯酚基]二氯环三磷腈1的手性高效液相色谱（HPLC）分离，单晶X将（+）-1的绝对构型指定为S，S射线结构分析。通过（+）-1和（-）-1与（R，R）-的反应合成光学纯的1,2-二苯基-1,2-乙二醇酯衍生物（+）-2a和（-）-2b在过量的三乙胺和催化量的4-（二甲基氨基）吡啶存在下，在回流的甲苯中分别加入氢苯甲酸。在酸性或碱性条件下，在回流的甲苯中均未观察到1的对映异构体的外消旋化和2的非对映异构体的差向异构化。 （+）-1的立体化学由（+）-2a和衍生自（+）-1的双[（4-甲基-2-吡啶基）氧基]环三磷腈（+）-3的晶体结构证实。 （C）2016威利期刊公司

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