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HERO ID
8571583
Reference Type
Journal Article
Title
Shape-persistent chiral alleno-acetylenic macrocycles and cyclophanes by acetylenic scaffolding with 1,3-diethynylallenes
Author(s)
Odermatt, S; Alonso-Gã³Mez, JL; Seiler, P; Cid, MM; Diederich, F
Year
2005
Is Peer Reviewed?
Yes
Journal
Angewandte Chemie (International Edition)
ISSN:
1433-7851
EISSN:
1521-3773
Volume
44
Issue
32
Page Numbers
5074-5078
Language
English
DOI
10.1002/anie.200501621
Abstract
Rings on her fingers: The chiral allenoacetylenic 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. (Chemical Equation Presented) © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
Keywords
Allenes; Chirality; Cross-coupling; Macrocycles; Photoisomerization
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