Stereodynamic Analysis of New Atropisomeric 4,7-Di(naphthalen-1-yl)-5,6-dinitro-1H-indoles-Reference-Cited by-同舟云学术

Stereodynamic Analysis of New Atropisomeric 4,7-Di(naphthalen-1-yl)-5,6-dinitro-1H-indoles

Published:2018-07-20 Issue:16 Volume:29 Page:2161-2166
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

Petrillo Giovanni¹,Mancinelli Michele²,Pagano Angela¹,Marotta Emanuela²,Mazzanti Andrea²,Tavani Cinzia¹

Affiliation:

1. Department of Chemistry and Industrial Chemistry, University of Genova

2. Department of Industrial Chemistry “Toso Montanari”, University of Bologna

Abstract

A series of atropisomeric molecules containing the indole ring and two stereogenic axes were prepared. The four atropisomers were resolved by enantioselective HPLC. The rotational barriers of the indole–naphthyl axes were evaluated by means of kinetic analysis either by NMR or enantioselective HPLC. The absolute configuration of the atropisomers was determined by a combination of X-ray spectroscopy and TD-DFT simulation of electronic circular dichroism spectra.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0037-1609908.pdf

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