Total Syntheses of Angular [7]-, [8]-, and [9]Phenylene by Triple Cobalt-Catalyzed Cycloisomerization: Remarkably Flexible Heliphenes

Six of the final cyclobutadiene rings in angular [8]phenylene and [9]phenylene (1) are closed in an unprecedented cobalt‐catalyzed triple cyclization of appropriate nonaynes. These strained products are the largest known phenylenes and display unusual configurational lability. Their synthesis has en...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2002-09, Vol.41 (17), p.3227-3230
Main Authors: Han, Sangdon, Anderson, D. Ryan, Bond, Andrew D, Chu, Hiufung V, Disch, Raymond L, Holmes, Daniel, Schulman, Jerome M, Teat, Simon J, Vollhardt, K. Peter C, Whitener, Glenn D
Format: Article
Language:English
Subjects:
antiaromaticity
cyclotrimerization
helical structures
phenylenes
small ring systems
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Summary:Six of the final cyclobutadiene rings in angular [8]phenylene and [9]phenylene (1) are closed in an unprecedented cobalt‐catalyzed triple cyclization of appropriate nonaynes. These strained products are the largest known phenylenes and display unusual configurational lability. Their synthesis has enabled a first estimate of the properties of the hypothetical polyheliphene.
ISSN:1433-7851
1521-3773
DOI:10.1002/1521-3773(20020902)41:17<3227::AID-ANIE3227>3.0.CO;2-T