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Synthesis and Properties of Ferrocenylmethylene‐Bridged Calix[4]azulene and a New Example of Bis(1‐azulenyl)ferrocenylmethylium Ion
Author(s) -
Shoji Taku,
Higashi Junya,
Ito Shunji,
Toyota Kozo,
Iwamoto Takeaki,
Morita Noboru
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900741
Subject(s) - azulene , chemistry , derivative (finance) , ferrocene , cyclic voltammetry , acetic acid , ion , hydride , medicinal chemistry , organic chemistry , electrochemistry , electrode , metal , financial economics , economics
Ferrocenylmethylene‐bridged calix[4]azulene derivative 3 and bis(1‐azulenyl)ferrocenylmethane derivative 4 were obtained by the reaction of 6‐ tert ‐butylazulene ( 6 ) with ferrocenecarbaldehyde ( 7 ) in acetic acid. The new bis(1‐azulenyl)ferrocenylmethylium ion 5 + was also generated by the hydride abstraction reaction of the corresponding hydro derivative 4 with DDQ. The novel ferrocene‐substituted calix[4]azulene derivative 3 exhibit a reversible one‐step multi‐electron oxidation upon cyclic voltammetry.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)