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RESEARCH PRODUCT

Palladium-Catalysed Amination of 1,8- and 1,5-Dichloroanthracenes and 1,8- and 1,5-Dichloroanthraquinones

Roger GuilardIrina P. BeletskayaAlexei D. AverinAlexei D. AverinFranck DenatAlla G. BessmertnykhAlla G. Bessmertnykh

subject

Anthracene010405 organic chemistryOrganic Chemistrychemistry.chemical_elementHomogeneous catalysisGeneral MedicineElectrophilic aromatic substitution010402 general chemistry01 natural sciencesAnthraquinoneNitrogenCatalysis0104 chemical scienceschemistry.chemical_compoundchemistryPolymer chemistryCyclamOrganic chemistry[CHIM]Chemical SciencesPhysical and Theoretical ChemistryComputingMilieux_MISCELLANEOUSAminationPalladium

description

Diamino derivatives of anthracene and anthraquinone have been synthesised by palladium-catalysed coupling of 1,8-dichloroanthracene and 1,8-dichloroanthraquinone with a wide range of aliphatic and aromatic primary and secondary amines. The use of polyamines gave rise to a large number of new nitrogen- and oxygen-containing macrocycles incorporating anthracene or anthraquinone moieties. The method has also been employed for the preparation of bismacrocycles in which two cyclam or azacrown units are linked together by an anthracene bridge through C(sp2)−N bonds. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

https://doi.org/10.1002/ejoc.200400455