Chiral Discrimination in Photochromic Helicenes

A photoresponsive dithienylethene derivative bearing chiral pinene-based arms underwent a stereoselective photoinduced cyclization reaction to produce greater than 98% of a single diastereomer. The magnitude of the optical rotation changed as much as Δ[α]373 = 8698° upon alternate irradiation with 4...

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Veröffentlicht in:Journal of the American Chemical Society 2005-05, Vol.127 (20), p.7272-7273
Hauptverfasser: Wigglesworth, Tony J, Sud, David, Norsten, Tyler B, Lekhi, Vikram S, Branda, Neil R
Format: Artikel
Sprache:eng
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Zusammenfassung:A photoresponsive dithienylethene derivative bearing chiral pinene-based arms underwent a stereoselective photoinduced cyclization reaction to produce greater than 98% of a single diastereomer. The magnitude of the optical rotation changed as much as Δ[α]373 = 8698° upon alternate irradiation with 400 nm and greater than 434 nm light.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja050190j