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Updated: May 7, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Bridging molecular clusters and fullerene
Veronica Bonuccelli1, Tiziana Funaioli, Piero Leoni
1Dipartimento di Chimica e Chimica Industriale, Università di Pisa, Via Risorgimento 35, I-56126 Pisa, Italy. leoni@dcci.unipi.it.
Abstract:
The monochloro derivative {Pt3}Cl [(1), {Pt3} = Pt3(μ-PBu(t)2)3(CO)2] was reacted with one equiv. of 4-ethynylbenzaldehyde under Sonogashira dehydrohalogenation conditions to afford {Pt3}CC-(1,4)C6H4-CHO, (3). Under analogous conditions, the condensation of the dichloride {Pt6}Cl2 [(2), {Pt6} = Pt6(μ-PBu(t)2)4(CO)4] with two equiv. of 4-ethynyl-benzaldehyde provided {Pt6}(CC-(1,4)C6H4-CHO)2, (4). The fulleropyrrolidine derivatives {Pt3}CC-(1,4)C6H4-C2H3N(C8H17)C60, (5), and {Pt6}(CC-(1,4)C6H4-C2H3N(C8H17)C60)2, (6), were obtained by reacting the formyl clusters 2 and 4 with an appropriate amount of N-octylglycine and C60. Cyclovoltammetric and IR, UV and NIR spectroelectrochemical data suggest the absence of a significant communication between the cluster and the fullerene units in covalent assemblies 5 and 6. The crystal and molecular structure of compound 3 is also reported.
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