用于确定绝对立体化学的分子报告器与手性氰醇的主客体组装
Host-Guest Assembly of a Molecular Reporter with Chiral Cyanohydrins for Assignment of Absolute Stereochemistry.
作者信息
Gholami Hadi, Anyika Mercy, Zhang Jun, Vasileiou Chrysoula, Borhan Babak
机构信息
Department of Chemistry, Michigan State University, E. Lansing, MI, 48824, USA.
出版信息
Chemistry. 2016 Jun 27;22(27):9235-9. doi: 10.1002/chem.201601064. Epub 2016 Jun 3.
The absolute stereochemistry of cyanohydrins, derived from ketones and aldehydes, is obtained routinely, in a microscale and derivatization-free manner, upon their complexation with Zn-MAPOL, a zincated porphyrin host with a binding pocket comprised of a biphenol core. The host-guest complex leads to observable exciton-coupled circular dichroism (ECCD), the sign of which is easily correlated to the absolute stereochemistry of the bound cyanohydrin. A working model, based on the ECCD signal of cyanohydrins with known configuration, is proposed.
由酮和醛衍生而来的氰醇的绝对立体化学，通常可通过其与Zn-MAPOL（一种具有由双酚核心构成的结合口袋的锌卟啉主体）络合，以微量且无需衍生化的方式获得。主体-客体络合物会产生可观察到的激子耦合圆二色性（ECCD），其信号符号很容易与结合的氰醇的绝对立体化学相关联。基于具有已知构型的氰醇的ECCD信号，提出了一个工作模型。
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