Abstract

Rings on her fingers: The chiral alleno-acetylenic macrocycle 1 and the related cyclophane 2 with intriguing three-dimensional shapes were prepared and isolated in diastereoisomerically pure form. The symmetries and structures of these novel unsaturated hydrocarbons were elucidated by 1H NMR spectroscopy and X-ray crystallography. The isolated stereoisomeric cyclophanes undergo photoisomerization; presumably the anthracene moieties serve as intramolecular sensitizers.

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