Diastereomers of a cofacial ternaphthalene and two azaternaphthalenes. Syntheses and barriers to isomerization
作者:John A. Zoltewicz、Norbert M. Maier、Sophie Lavieri、Ion Ghiviriga、Khalil A. Abboud、Walter M.F. Fabian
DOI:10.1016/s0040-4020(97)00232-9
日期:1997.4
The title compounds, a mixture of anti and syn diastereomers, were prepared by Pd-catalyzed coupling of areneboronic acids with hetaryl halides. Energy barriers for the interconversion of the diastereomers obtained by kinetic and computational studies show a dependence on the location of the annular nitrogen atom, the ortho providing a smaller barrier than the meta nitrogen atom.
标题化合物的混合物,抗和顺式通过的areneboronic羧酸与杂芳基的卤化物Pd催化的偶联来制备非对映体。通过动力学和计算研究获得的非对映异构体互变的能垒表明,它依赖于环状氮原子的位置,邻位比间位氮原子提供的势垒更小。