Five-component, one-pot synthesis of an electroactive rotaxane comprising a bisferrocene macrocycle

Autor: Natalie Lagesse, Luca Pisciottani, Maxime Douarre, Pascale Godard, Brice Kauffmann, Vicente Martí-Centelles, Nathan D. McClenaghan
Jazyk: angličtina
Rok vydání: 2020
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 16, Iss 1, Pp 1564-1571 (2020)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.16.128
Popis: The templated clipping of a ferrocene-grafted isophthalic acid derivative to encircle a hydrogen-bonding axle through the reaction with 1,4-bis(aminomethyl)benzene is described. The constituent electroactive macrocycle of the resultant [2]rotaxane is a homologue of the versatile benchmark tetraamide variant developed by Leigh and co-workers. The relative templating effect of different hydrogen-bonding motifs in rotaxane and pseudorotaxane generation is compared, with yields varying from 0 to 41%. The electrochemical properties and single crystal X-ray structure of a doubly ferrocene-decorated [2]rotaxane are further reported.
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