Synthesis of [5]Helicenes with a Substituent Exclusively on the Interior Side of the Helix by Metal-catalyzed Cycloisomerization

[5]Helicenes with a substituent exclusively oriented toward the interior curvature of the helix are synthesized by metal-catalyzed cycloisomerization. In addition, novel azulene-fused helicenes have been found through cycloisomerization studies. These [5]helicenes shows a high enough configurational...

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Veröffentlicht in:	Organic letters 2013-04, Vol.15 (8), p.1806-1809
Hauptverfasser:	Yamamoto, Kosuke, Okazumi, Mieko, Suemune, Hiroshi, Usui, Kazuteru
Format:	Artikel
Sprache:	eng
Schlagworte:	Catalysis Chromatography, High Pressure Liquid Models, Molecular Molecular Conformation Molecular Structure Platinum Compounds - chemistry Polycyclic Compounds - chemical synthesis Polycyclic Compounds - chemistry Stereoisomerism
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Beschreibung
Zusammenfassung:	[5]Helicenes with a substituent exclusively oriented toward the interior curvature of the helix are synthesized by metal-catalyzed cycloisomerization. In addition, novel azulene-fused helicenes have been found through cycloisomerization studies. These [5]helicenes shows a high enough configurationally stability to allow resolution by HPLC on a chiral stationary phase.
ISSN:	1523-7060 1523-7052
DOI:	10.1021/ol400332j