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Absolute stereochemical determination of 1,2-diols via complexation with dinaphthyl borinic acid.
Chirality ( IF 2 ) Pub Date : 2020-03-22 , DOI: 10.1002/chir.23223
Saeedeh Torabi Kohlbouni 1 , Aritra Sarkar 1 , Jun Zhang 1 , Xiaoyong Li 2 , Babak Borhan 1
Affiliation  

Rapid derivatization of chiral 1,2‐diols with dinaphthyl borinic acid (DBA) leads to a cyclic boronate, enabling the absolute stereochemical prediction via exciton‐coupled circular dichroic (ECCD) of the naphthyl groups. Aryl‐ and alkyl‐substituted 1,2‐diols derivatized with DBA yield a predictable ECCD, which is also in agreement with theoretical predictions derived from computationally minimized structures.

中文翻译:

通过与二萘基硼酸络合来绝对立体化学测定1,2-二醇。

手性1,2-二醇与二萘基硼酸(DBA)的快速衍生化生成环状硼酸酯,从而可以通过对萘基的激子偶联圆二色性(ECCD)进行绝对立体化学预测。用DBA衍生的芳基和烷基取代的1,2-二醇可产生可预测的ECCD,这也与从计算最小化结构得出的理论预测相符。
更新日期:2020-03-22
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