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Synthesis of Heteroarylferrocenes by FriedlanderReaction and Their Spectral Properties
Lee, Woo-Jin,Chea, Jong-Myoung,Jahng, Yurng-Dong Korean Chemical Society 2009 Bulletin of the Korean Chemical Society Vol.30 No.12
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.
Synthesis of Heteroarylferrocenes by FriedländerReaction and Their Spectral Properties
Woo Jin Lee,Jong Myoung Chea,Yurngdong Jahng 대한화학회 2009 Bulletin of the Korean Chemical Society Vol.30 No.12
A series of mono- and 1,1'-bis(heteroaryl)-substituted ferrocenes were prepared by employing Frieländer 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.