Main-chain and pendant poly([2]catenane)s incorporating complementary π-electron-rich and -deficient components

Christoph Hamers, Francisco Raymo, J. Fraser Stoddart

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

A main-chain poly([2]catenane), incorporating an average of 25 repeating [2]catenane units and having an Mn value of 35 kg mol-1, was synthesized by the polyesterification of a [2]catenane monomer composed of a bipyridinium-based tetracationic cyclophane mechanically interlocked with a 1,5-dioxynaphthalene-based macrocyclic polyether. Similarly, two main-chain poly(bis[2]catenane)s, both incorporating an average of 15 repeating bis[2]catenane units and both having Mn values of 45 kg mol-1, were prepared by the copolymerizations of a bis[2]catenane monomer, possessing two hydroxymethyl functions with an appropriate bis(isocyanate). The same copolymerization was employed in order to produce a pendant poly([2]catenane), incorporating an average of 20 repeating [2]catenane units and having an Mn value of 27 kg mol-1, from a [2]catenane monomer possessing two hydroxymethyl groups on its macrocyclic polyether component.

Original languageEnglish
Pages (from-to)2109-2117
Number of pages9
JournalEuropean Journal of Organic Chemistry
Issue number10
StatePublished - Oct 1 1998
Externally publishedYes

Fingerprint

monomers
copolymerization
Electrons
isocyanates
electrons
Monomers
Polyethers
Copolymerization
catenane
Isocyanates

Keywords

  • Catcnanes
  • Molecular recognition
  • Polycatenancs
  • Self-assembly
  • Template-directed synthesis

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Main-chain and pendant poly([2]catenane)s incorporating complementary π-electron-rich and -deficient components. / Hamers, Christoph; Raymo, Francisco; Stoddart, J. Fraser.

In: European Journal of Organic Chemistry, No. 10, 01.10.1998, p. 2109-2117.

Research output: Contribution to journalArticle

@article{62862caab54d4e90b0ab03fe4bbcd083,
title = "Main-chain and pendant poly([2]catenane)s incorporating complementary π-electron-rich and -deficient components",
abstract = "A main-chain poly([2]catenane), incorporating an average of 25 repeating [2]catenane units and having an Mn value of 35 kg mol-1, was synthesized by the polyesterification of a [2]catenane monomer composed of a bipyridinium-based tetracationic cyclophane mechanically interlocked with a 1,5-dioxynaphthalene-based macrocyclic polyether. Similarly, two main-chain poly(bis[2]catenane)s, both incorporating an average of 15 repeating bis[2]catenane units and both having Mn values of 45 kg mol-1, were prepared by the copolymerizations of a bis[2]catenane monomer, possessing two hydroxymethyl functions with an appropriate bis(isocyanate). The same copolymerization was employed in order to produce a pendant poly([2]catenane), incorporating an average of 20 repeating [2]catenane units and having an Mn value of 27 kg mol-1, from a [2]catenane monomer possessing two hydroxymethyl groups on its macrocyclic polyether component.",
keywords = "Catcnanes, Molecular recognition, Polycatenancs, Self-assembly, Template-directed synthesis",
author = "Christoph Hamers and Francisco Raymo and Stoddart, {J. Fraser}",
year = "1998",
month = "10",
day = "1",
language = "English",
pages = "2109--2117",
journal = "Annalen der Pharmacie",
issn = "0075-4617",
publisher = "Wiley-VCH Verlag",
number = "10",

}

TY - JOUR

T1 - Main-chain and pendant poly([2]catenane)s incorporating complementary π-electron-rich and -deficient components

AU - Hamers, Christoph

AU - Raymo, Francisco

AU - Stoddart, J. Fraser

PY - 1998/10/1

Y1 - 1998/10/1

N2 - A main-chain poly([2]catenane), incorporating an average of 25 repeating [2]catenane units and having an Mn value of 35 kg mol-1, was synthesized by the polyesterification of a [2]catenane monomer composed of a bipyridinium-based tetracationic cyclophane mechanically interlocked with a 1,5-dioxynaphthalene-based macrocyclic polyether. Similarly, two main-chain poly(bis[2]catenane)s, both incorporating an average of 15 repeating bis[2]catenane units and both having Mn values of 45 kg mol-1, were prepared by the copolymerizations of a bis[2]catenane monomer, possessing two hydroxymethyl functions with an appropriate bis(isocyanate). The same copolymerization was employed in order to produce a pendant poly([2]catenane), incorporating an average of 20 repeating [2]catenane units and having an Mn value of 27 kg mol-1, from a [2]catenane monomer possessing two hydroxymethyl groups on its macrocyclic polyether component.

AB - A main-chain poly([2]catenane), incorporating an average of 25 repeating [2]catenane units and having an Mn value of 35 kg mol-1, was synthesized by the polyesterification of a [2]catenane monomer composed of a bipyridinium-based tetracationic cyclophane mechanically interlocked with a 1,5-dioxynaphthalene-based macrocyclic polyether. Similarly, two main-chain poly(bis[2]catenane)s, both incorporating an average of 15 repeating bis[2]catenane units and both having Mn values of 45 kg mol-1, were prepared by the copolymerizations of a bis[2]catenane monomer, possessing two hydroxymethyl functions with an appropriate bis(isocyanate). The same copolymerization was employed in order to produce a pendant poly([2]catenane), incorporating an average of 20 repeating [2]catenane units and having an Mn value of 27 kg mol-1, from a [2]catenane monomer possessing two hydroxymethyl groups on its macrocyclic polyether component.

KW - Catcnanes

KW - Molecular recognition

KW - Polycatenancs

KW - Self-assembly

KW - Template-directed synthesis

UR - http://www.scopus.com/inward/record.url?scp=2742527816&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=2742527816&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:2742527816

SP - 2109

EP - 2117

JO - Annalen der Pharmacie

JF - Annalen der Pharmacie

SN - 0075-4617

IS - 10

ER -