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Jiří Míšek, Filip Teplý, Irena G. Stará, Miloš Tichý, David Šaman, Ivana Císařová, Pavel Vojtíšek and Ivo Starý A Straightforward Route to Helically Chiral N-Heteroaromatic Compounds: Practical Synthesis of Racemic 1,14-Diaza[5]helicene and Optically Pure 1- and 2-Aza[6]helicenes Angewandte Chemie International Edition 47

Version of Record online: 13 MAR 2008 | DOI: 10.1002/anie.200705463

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The taming of the screw: The CoI-catalyzed cyclotrimerization of triynes and microwave (MW) assisted aromatization with MnO2 are central to the practical synthesis of diaza[5]helicene and aza[6]helicenes. The aza[6]helicene racemates have been resolved, the absolute configuration of the enantiomers assigned, the energy barriers to racemization determined, and X-ray structures of their Ag complexes obtained (see picture; Cp=C5H5, OTf=triflate).

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