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.
Mazzanti, A., Mercanti, E., Mancinelli, M. (2016). Axial Chirality about Boron-Carbon Bond: Atropisomeric Azaborines. ORGANIC LETTERS, 18(11), 2692-2695 [10.1021/acs.orglett.6b01159].
Axial Chirality about Boron-Carbon Bond: Atropisomeric Azaborines
MAZZANTI, ANDREA;MANCINELLI, MICHELE
2016
Abstract
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
