Calixazulenes: azulene-based calixarene analogues – an overview and recent supramolecular complexation studies

Some of the least studied calixarenes are those that consist of azulene rings bridged by -CH2- groups. Since Lash and Colby’s discovery of a simple and convenient method for producing the parent all-hydrocarbon calix[4]azulene, there have been two other all-hydrocarbon calix[4]azulenes which have be...

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Bibliographic Details
Main Authors: Paris E. Georghiou, Shofiur Rahman, Abdullah Alodhayb, Hidetaka Nishimura, Jaehyun Lee, Atsushi Wakamiya, Lawrence T. Scott
Format: Article
Language:English
Published: Beilstein-Institut 2018-09-01
Series:Beilstein Journal of Organic Chemistry
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Online Access:https://doi.org/10.3762/bjoc.14.225
Description
Summary:Some of the least studied calixarenes are those that consist of azulene rings bridged by -CH2- groups. Since Lash and Colby’s discovery of a simple and convenient method for producing the parent all-hydrocarbon calix[4]azulene, there have been two other all-hydrocarbon calix[4]azulenes which have been synthesized in good yields by their method. This allowed studying their supramolecular properties. This report is of our latest work on the solution-state supramolecular complexation of one of these calix[4]azulenes, namely tetrakis(5,7-diphenyl)calix[4]azulene or “OPC4A”, with several electron-deficient tetraalkyammonium salts. As a result of more recent methods developed by us and others employing Suzuki–Miyaura cross-coupling reactions to produce additional functionalized azulenes, the promise of further greater functionalized calixazulenes lies in store to be investigated.
ISSN:1860-5397