Self-Assembly of the First Fullerene-Containing [2]Catenane

Peter R. Ashton; Fraņois Diederich; Marcos Gómez-López; Jean François Nierengarten; Jon A. Preece; Françisco M. Raymo; J. Fraser Stoddart

doi:10.1002/anie.199714481

Self-Assembly of the First Fullerene-Containing [2]Catenane

Peter R. Ashton, Fraņois Diederich, Marcos Gómez-López, Jean François Nierengarten, Jon A. Preece, Françisco M. Raymo, J. Fraser Stoddart

Research output: Contribution to journal › Article

60 Scopus citations

Abstract

An aromatic crown ether tethered to C₆₀ is a template for the formation of the [2]catanene shown on the right, in which cyclobis(paraquat-p-phenylene) cyclophane becomes mechanically interlocked with the fullerene-appended macrocyclic polyether. Since the hydroquinone ring connecting the bis(p-phenylene)-[34]crown-10 to C₆₀ behaves as a π-electron-rich exo donor and undergoes additional interactions with the electron-accepting C₆₀ moiety, this first fullerene catenane boasts an unprecedented intramolecular acceptor-donor-acceptor-donor-acceptor stack.

Original language	English (US)
Pages (from-to)	1448-1451
Number of pages	4
Journal	Angewandte Chemie (International Edition in English)
Volume	36
Issue number	13-14
DOIs	https://doi.org/10.1002/anie.199714481
State	Published - Jan 1 1997
Externally published	Yes

Keywords

Catenanes
Crown compounds
Donor-acceptor systems
Fullerenes
Supramolecular chemistry

ASJC Scopus subject areas

Chemistry(all)

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10.1002/anie.199714481

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Ashton, P. R., Diederich, F., Gómez-López, M., Nierengarten, J. F., Preece, J. A., Raymo, F. M., & Stoddart, J. F. (1997). Self-Assembly of the First Fullerene-Containing [2]Catenane. Angewandte Chemie (International Edition in English), 36(13-14), 1448-1451. https://doi.org/10.1002/anie.199714481

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abstract = "An aromatic crown ether tethered to C60 is a template for the formation of the [2]catanene shown on the right, in which cyclobis(paraquat-p-phenylene) cyclophane becomes mechanically interlocked with the fullerene-appended macrocyclic polyether. Since the hydroquinone ring connecting the bis(p-phenylene)-[34]crown-10 to C60 behaves as a π-electron-rich exo donor and undergoes additional interactions with the electron-accepting C60 moiety, this first fullerene catenane boasts an unprecedented intramolecular acceptor-donor-acceptor-donor-acceptor stack.",

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AU - Gómez-López, Marcos

AU - Nierengarten, Jean François

AU - Preece, Jon A.

AU - Raymo, Françisco M.

AU - Stoddart, J. Fraser

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