Self-assembly of the first fullerene-containing [2]catenane

P. R. Ashton, F. Diederich, M. Gomez-Lopez, J. F. Nierengarten, J. A. Preece, Francisco Raymo, J. F. Stoddart

Research output: Contribution to journalArticle

60 Citations (Scopus)

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 languageEnglish
Pages (from-to)1448-1451
Number of pages4
JournalAngewandte Chemie - International Edition in English
Volume36
Issue number13-14
StatePublished - Jan 1 1997
Externally publishedYes

Fingerprint

Fullerenes
Self assembly
Crown Ethers
Crown ethers
Paraquat
Electrons
Polyethers
catenane
hydroquinone

Keywords

  • Catenanes
  • Crown compounds
  • Donor-acceptor systems
  • Fullerenes
  • Supramolecular chemistry

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Ashton, P. R., Diederich, F., Gomez-Lopez, M., Nierengarten, J. F., Preece, J. A., Raymo, F., & Stoddart, J. F. (1997). Self-assembly of the first fullerene-containing [2]catenane. Angewandte Chemie - International Edition in English, 36(13-14), 1448-1451.

Self-assembly of the first fullerene-containing [2]catenane. / Ashton, P. R.; Diederich, F.; Gomez-Lopez, M.; Nierengarten, J. F.; Preece, J. A.; Raymo, Francisco; Stoddart, J. F.

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

Research output: Contribution to journalArticle

Ashton, PR, Diederich, F, Gomez-Lopez, M, Nierengarten, JF, Preece, JA, Raymo, F & Stoddart, JF 1997, 'Self-assembly of the first fullerene-containing [2]catenane', Angewandte Chemie - International Edition in English, vol. 36, no. 13-14, pp. 1448-1451.
Ashton PR, Diederich F, Gomez-Lopez M, Nierengarten JF, Preece JA, Raymo F et al. Self-assembly of the first fullerene-containing [2]catenane. Angewandte Chemie - International Edition in English. 1997 Jan 1;36(13-14):1448-1451.
Ashton, P. R. ; Diederich, F. ; Gomez-Lopez, M. ; Nierengarten, J. F. ; Preece, J. A. ; Raymo, Francisco ; Stoddart, J. F. / Self-assembly of the first fullerene-containing [2]catenane. In: Angewandte Chemie - International Edition in English. 1997 ; Vol. 36, No. 13-14. pp. 1448-1451.
@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, {P. R.} and F. Diederich and M. Gomez-Lopez and Nierengarten, {J. F.} and Preece, {J. A.} and Francisco Raymo and Stoddart, {J. F.}",
year = "1997",
month = "1",
day = "1",
language = "English",
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, P. R.

AU - Diederich, F.

AU - Gomez-Lopez, M.

AU - Nierengarten, J. F.

AU - Preece, J. A.

AU - Raymo, Francisco

AU - Stoddart, J. F.

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

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 -