Department of Chemistry, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo, 152-8551, Japan.
Chemistry. 2019 Mar 12;25(15):3790-3794. doi: 10.1002/chem.201900350. Epub 2019 Feb 18.
A new chiral probe molecule for mono-alcohols is developed by using 1,2-dihydro-1-hydroxy-2,3,1-benzodiazaborine (DAB) bearing an acridine moiety 1. In the presence of mono-alcohols, DAB 1 forms borate 2 by boronic ester formation, followed by coordination of the acridine moiety to the boron atom. Borate 2 has a chiral center on the boron atom and works as a stereodynamic circular dichroism (CD) probe molecule for chiral mono-alcohols based on the π-π interaction between the acridine moiety and the carbon-carbon unsaturated moiety on mono-alcohols.
开发了一种新的手性探针分子 1，用于单醇，该探针分子是由带有吖啶部分的 1,2-二氢-1-羟基-2,3,1-苯并二氮杂硼烷（DAB）制成的。在单醇存在下，DAB 1 通过硼酸酯形成形成硼酸酯 2，然后吖啶部分与硼原子配位。硼酸酯 2 在硼原子上具有手性中心，并且基于吖啶部分与单醇上的碳-碳不饱和部分之间的π-π相互作用，作为手性单醇的立体动态圆二色性（CD）探针分子。
