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 › peer-review

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)

Access to Document

10.1002/anie.199714481

Fingerprint Dive into the research topics of 'Self-Assembly of the First Fullerene-Containing [2]Catenane'. Together they form a unique fingerprint.

Cite this

Self-Assembly of the First Fullerene-Containing [2]Catenane. / Ashton, Peter R.; Diederich, Fraņois; Gómez-López, Marcos; Nierengarten, Jean François; Preece, Jon A.; Raymo, Françisco M.; Stoddart, J. Fraser.

In: Angewandte Chemie (International Edition in English), Vol. 36, No. 13-14, 01.01.1997, p. 1448-1451.

Research output: Contribution to journal › Article › peer-review

@article{7b51f1704fc0449aa3e15310239c20f5,

title = "Self-Assembly of the First Fullerene-Containing [2]Catenane",

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.",

keywords = "Catenanes, Crown compounds, Donor-acceptor systems, Fullerenes, Supramolecular chemistry",

author = "Ashton, {Peter R.} and Fraņois Diederich and Marcos G{\'o}mez-L{\'o}pez and Nierengarten, {Jean Fran{\c c}ois} and Preece, {Jon A.} and Raymo, {Fran{\c c}isco M.} and Stoddart, {J. Fraser}",

year = "1997",

month = jan,

day = "1",

doi = "10.1002/anie.199714481",

language = "English (US)",

volume = "36",

pages = "1448--1451",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "13-14",

}

TY - JOUR

T1 - Self-Assembly of the First Fullerene-Containing [2]Catenane

AU - Ashton, Peter R.

AU - Diederich, Fraņois

AU - Gómez-López, Marcos

AU - Nierengarten, Jean François

AU - Preece, Jon A.

AU - Raymo, Françisco M.

AU - Stoddart, J. Fraser

PY - 1997/1/1

Y1 - 1997/1/1

N2 - 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.

AB - 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.

KW - Catenanes

KW - Crown compounds

KW - Donor-acceptor systems

KW - Fullerenes

KW - Supramolecular chemistry

UR - http://www.scopus.com/inward/record.url?scp=0030822095&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0030822095&partnerID=8YFLogxK

U2 - 10.1002/anie.199714481

DO - 10.1002/anie.199714481

M3 - Article

AN - SCOPUS:0030822095

VL - 36

SP - 1448

EP - 1451

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

SN - 1433-7851

IS - 13-14

ER -