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Issue 22, 2012
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Induced preference for axial chirality in a triarylmethylium o,o-dimer upon complexation with natural γ-cyclodextrin: strong ECD signaling and fixation of supramolecular chirality to molecular chirality

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Abstract

The ratio of the easily interconverting rotational isomers of biphenyl-2,2′-diylbis[bis(4-dimethylaminophenyl)methylium] (R)/(S)-1a2+ can be biased to prefer an R configuration upon 1 : 1 complexation with γ-cyclodextrin in water. Through the reaction with Na2S, the preference of 1a2+@γ-CyD for an axial chirality of R can be fixed as the M-helicity of dihydrothiepin 2.

Graphical abstract: Induced preference for axial chirality in a triarylmethylium o,o-dimer upon complexation with natural γ-cyclodextrin: strong ECD signaling and fixation of supramolecular chirality to molecular chirality

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Article information


Submitted
30 Nov 2011
Accepted
17 Jan 2012
First published
18 Jan 2012

Chem. Commun., 2012,48, 2812-2814
Article type
Communication

Induced preference for axial chirality in a triarylmethylium o,o-dimer upon complexation with natural γ-cyclodextrin: strong ECD signaling and fixation of supramolecular chirality to molecular chirality

T. Suzuki, H. Tamaoki, K. Wada, R. Katoono, T. Nehira, H. Kawai and K. Fujiwara, Chem. Commun., 2012, 48, 2812
DOI: 10.1039/C2CC17475H

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