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Synfacts 2010(7): 0765-0765  
DOI: 10.1055/s-0029-1220063
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Chirality Induction in the Backbone of a Charge-Transfer Oligomer

Contributor(s): Timothy M. Swager, Joel Batson
B. B. Frank, M. Kivala, B. C. Blanco, B. Breiten, W. B. Schweizer, P. R. Laporta, I. Biaggio, E. Jahnke, R. R. Tykwinski, C. Boudon, J. P. Gisselbrecht, F. Diederich*
ETH Zürich, Switzerland
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Publication History

Publication Date:
22 June 2010 (online)

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Significance

The authors report the creative ­synthesis of optically active [AB]-type oligomers (R)-2, (S)-4, and (S)-6. This is done via TCNE and TTF additions to alkyne-substituted 1,1′-binaphthalene derivatives shown above. Their ¹H and ¹³C NMR spectra reveal complex conformational equilibria in solution for the oligomers.