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Ring Selectivity: Successive Ring Expansion of Two Benzocyclobutenes for Divergent Access to Angular and Linear Benzanthraquinones
Author(s) -
Suzuki Takeaki,
Hamura Toshiyuki,
Suzuki Keisuke
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200705630
Subject(s) - benzocyclobutene , ring (chemistry) , scheme (mathematics) , bridge (graph theory) , key (lock) , computer science , process (computing) , chemistry , mathematics , organic chemistry , polymer , mathematical analysis , operating system , medicine
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.