Axial Chirality about Boron-Carbon Bond: Atropisomeric Azaborines

作者:Mazzanti Andrea; Mercanti Elia; Mancinelli Michele*
来源:Organic Letters, 2016, 18(11): 2692-2695.
DOI:10.1021/acs.orglett.6b01159

摘要

The preparation of atropisomeric 2,1-borazaronaphthalenes is described. Resolution of the atropisomeric pair was achieved by preparative Chiral Stationary Phase HPLC (CSP-HPLC). The absolute configuration of the stereogenic axis was derived from Time-Dependent DFT (TD-DFT) simulation of the Electronic Circular Dichroism spectra (ECD). X-ray diffraction and Dynamic NMR data allowed structural and dynamic comparison with the analogue isosteric carbon compounds.

  • 出版日期2016-6-3