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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 30, Number 12
BKCSDE 30(12)
December 20, 2009 

Synthesis of Heteroarylferrocenes by FriedlanderReaction and Their Spectral Properties
Woo Jin Lee, Jong Myoung Chea, Yurngdong Jahng*
Ferrocene, Benzo[h]quinoline, 1,10-Phenanthroline, Benzo[b]-1,10-phenanthroline, Heteroarylferrocene
A series of mono- and 1,1'-bis(heteroaryl)-substituted ferrocenes were prepared by employing Frielander reaction of acetyl- and 1,1'-diacetylferrocene with a series of o-aminoaldehydes. Reactions of 1,1'-diacetylferrocene with two equivalents of 1-aminonaphthalene-2-carbaldehyde and 8-aminoquinoline-7-carbaldehyde afforded a mixture of mono- and 1,1'-bis(heteroaryl)-substituted ferrocenes in a ratio of 1 : 3.1 - 3.8, while the reaction with 4-aminoacridine-3-carbaldehyde did not provide any characterizable product presumably due to the redox instability of the product induced by low reduction potential of benzo[b]-1,10-phenanthroline. Structural and optical properties of the compounds prepared were described.
3061 - 3065
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