Ring selectivity: Successive ring expansion of two benzocyclobutenes for divergent access to angular and linear benzanthraquinones | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

8554781

Reference Type

Journal Article

Title

Ring selectivity: Successive ring expansion of two benzocyclobutenes for divergent access to angular and linear benzanthraquinones

Author(s)

Suzuki, T; Hamura, T; Suzuki, K

Year

2008

Is Peer Reviewed?

Yes

Journal

Angewandte Chemie (International Edition)
ISSN: 1433-7851
EISSN: 1521-3773

Volume

Issue

Page Numbers

2248-2252

Language

English

DOI

10.1002/anie.200705630

Abstract

(Chemical Presented) Which ring shall it be? The successive thermal ring expansion of two benzocyclobutenes connected by an ethene bridge enables the expeditious synthesis of benzanthraquinones (see scheme). The key to the success of this approach is the selective electrocyclic ring opening of one of the benzocyclobutene moieties in the initial stage of the process. Â© 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

Keywords

Pericyclic reactions; Polyaromatic compounds; Ring expansion; Ring selectivity; Strained molecules