Atroposelective Synthesis, Structure and Properties of a Novel Class of Axially Chiral <i>N</i> ?Aryl Quinolinium Salt

نویسندگان

چکیده

Inspired by naturally occurring molecules containing atropisomeric N+-C axes, we have developed a novel synthetic approach to generate library of axially chiral N-aryl quinolinium salts. Enantiopurities up 93 % ee were obtained via four-step route from commercially available precursors. Axial stereochemistry was controlled through an enantioselective ring-closing Buchwald–Hartwig coupling reaction. The structure and properties the salts examined X-ray crystallography, DFT, UV-Vis, fluorescence spectroscopy, revealing high rotational barriers solvatochromic behaviour.

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ژورنال

عنوان ژورنال: European Journal of Organic Chemistry

سال: 2021

ISSN: ['1434-193X', '1099-0690']

DOI: https://doi.org/10.1002/ejoc.202100188