Planar chirality of twisted trans-azobenzene structure induced by chiral transfer from binaphthyls

Kazuto Takaishi, Atsuya Muranaka, Masuki Kawamoto, Masanobu Uchiyama

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

The absolute configuration of a binaphthyl-azobenzene dyad 2b, which has a chiral axis and a chiral plane, was determined by comparing the experimental circular dichroism (CD) spectra with the theoretical CD spectra calculated by the time-dependent (TD)-DFT method. The CD signals of the trans-azobenzene moiety indicated that the two benzene rings of this moiety are twisted unidirectionally. It is suggested that these dyads with shorter linkers may be suitable for use as chiroptical switches.

Original languageEnglish
Pages (from-to)7623-7628
Number of pages6
JournalJournal of Organic Chemistry
Volume76
Issue number18
DOIs
Publication statusPublished - Sep 16 2011
Externally publishedYes

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Chirality
Benzene
Discrete Fourier transforms
Switches
azobenzene

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Planar chirality of twisted trans-azobenzene structure induced by chiral transfer from binaphthyls. / Takaishi, Kazuto; Muranaka, Atsuya; Kawamoto, Masuki; Uchiyama, Masanobu.

In: Journal of Organic Chemistry, Vol. 76, No. 18, 16.09.2011, p. 7623-7628.

Research output: Contribution to journalArticle

Takaishi, Kazuto ; Muranaka, Atsuya ; Kawamoto, Masuki ; Uchiyama, Masanobu. / Planar chirality of twisted trans-azobenzene structure induced by chiral transfer from binaphthyls. In: Journal of Organic Chemistry. 2011 ; Vol. 76, No. 18. pp. 7623-7628.
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