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EnglishThe 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.
| Titolo: | Axial Chirality about Boron-Carbon Bond: Atropisomeric Azaborines |
| Autore/i: | MAZZANTI, ANDREA; Mercanti, Elia; MANCINELLI, MICHELE |
| Autore/i Unibo: | |
| Anno: | 2016 |
| Rivista: | |
| Digital Object Identifier (DOI): | 10.1021/acs.orglett.6b01159 |
| 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. |
| Data stato definitivo: | 2016-10-14T18:12:19Z |
| Appare nelle tipologie: | 1.01 Articolo in rivista |
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