Enantioselective Synthesis of [9]- and [11]Helicene-like Molecules: Double Intramolecular [2+2+2] Cycloaddition

The enantioselective synthesis of completely ortho‐fused [9]‐ and [11]helicene‐like molecules has been achieved through a rhodium‐mediated, intramolecular, double [2+2+2] cycloaddition of phenol‐ or 2‐naphthol‐linked hexaynes. Crystal structures and photophysical properties of these [9]‐ and [11]hel...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2014-08, Vol.53 (32), p.8480-8483
Main Authors: Kimura, Yuki, Fukawa, Naohiro, Miyauchi, Yuta, Noguchi, Keiichi, Tanaka, Ken
Format: Article
Language:English
Subjects:
alkynes
Crystal structure
Cycloaddition
enantioselectivity
helical structures
Links
rhodium
Synthesis
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Summary:The enantioselective synthesis of completely ortho‐fused [9]‐ and [11]helicene‐like molecules has been achieved through a rhodium‐mediated, intramolecular, double [2+2+2] cycloaddition of phenol‐ or 2‐naphthol‐linked hexaynes. Crystal structures and photophysical properties of these [9]‐ and [11]helicene‐like molecules have also been disclosed. Link up: The enantioselective synthesis of completely ortho‐fused [9]‐ and [11]helicene‐like molecules has been achieved through a rhodium‐mediated, intramolecular, double [2+2+2] cycloaddition of phenol‐ or 2‐naphthol‐linked hexaynes. The crystal structures and photophysical properties of these molecules have also been disclosed.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201404810