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Preparation of N-Aryl Azacrown Ether Derivatives, Using Arene−Iron Chemistry

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journal contribution
posted on 20.02.2003 by Anthony J. Pearson, Wenjing Xiao
m- or p-phenylenediamine and m- or p-chlorophenyl-substituted azacrown ether derivatives were synthesized through sequential nucleophilic substitution of [(η5-cyclopentadienyl)(η6-(m- or p-dichlorobenzene))]iron hexafluorophosphate by azacrown ethers and cyclohexaamines. Monoarylation is the main reaction for diazacrown ethers. The overall yield from the starting complex is 50−96% for multiple steps.