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Helical Chirality of Azobenzenes Induced by an Intramolecular Chiral Axis and Potential as Chiroptical Switches
Author(s) -
Takaishi Kazuto,
Kawamoto Masuki,
Tsubaki Kazunori,
Furuyama Taniyuki,
Muranaka Atsuya,
Uchiyama Masanobu
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201003087
Subject(s) - chirality (physics) , azobenzene , twist , intramolecular force , stereochemistry , chemistry , crystallography , physics , mathematics , molecule , quantum mechanics , organic chemistry , geometry , chiral symmetry breaking , nambu–jona lasinio model , quark
Let's do the twist! Helical chirality of cis ‐azobenzene moieties, ( P ) or ( M ), was induced and unified by intramolecular axial chirality (see scheme). The twist direction depended on the axial chirality and the azobenzene link position of binaphthyls, but was independent of substituted groups. Moreover, these dyads were useful as chiroptical switches.