Controlled Supramolecular Oligomerization of C3-Symmetrical Molecules in Water: The Impact of Hydrophobic Shielding

Publikationstyp:
Zeitschriftenaufsatz
Metadaten:
Autoren
  • Pol Besenius
  • Kelly P van den Hout
  • Harald MHG Albers
  • Tom FA de Greef
  • Luuk LC Olijve
  • Thomas M Hermans
  • Bas FM de Waal
  • Paul HH Bomans
  • Nico AJM Sommerdijk
  • Giuseppe Portale
  • Anja RA Palmans
  • Marcel HP van Genderen
  • Jef AJM Vekemans
  • EW Meijer
Autoren-URL
https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:000290213100032&DestLinkType=FullRecord&DestApp=WOS_CPL
DOI
10.1002/chem.201002976
eISSN
1521-3765
Externe Identifier
  • Clarivate Analytics Document Solution ID: 759AW
  • PubMed Identifier: 21432920
ISSN
0947-6539
Ausgabe der Veröffentlichung
18
Zeitschrift
CHEMISTRY-A EUROPEAN JOURNAL
Schlüsselwörter
  • aggregation
  • hydrogen bonds
  • oligomerization
  • supramolecular chemistry
Paginierung
5193 - 5203
Datum der Veröffentlichung
2011
Status
Published
Titel
Controlled Supramolecular Oligomerization of <i>C</i><sub>3</sub>-Symmetrical Molecules in Water: The Impact of Hydrophobic Shielding
Sub types
  • Article
Ausgabe der Zeitschrift
17

Datenquelle: Web of Science (Lite)

Andere Metadatenquellen:
Abstract
<jats:title>Abstract</jats:title><jats:p>The supramolecular oligomerization of three water‐soluble <jats:italic>C</jats:italic><jats:sub>3</jats:sub>‐symmetrical discotic molecules is reported. The compounds all possess benzene‐1,3,5‐tricarboxamide cores and peripheral Gd<jats:sup>III</jats:sup>–DTPA (diethylene triamine pentaacetic acid) moieties, but differ in their linker units and thus in their propensity to undergo secondary interactions in H<jats:sub>2</jats:sub>O. The self‐assembly behavior of these molecules was studied in solution using circular dichroism, UV/Vis spectroscopy, nuclear magnetic resonance, and cryogenic transmission electron microscopy. The aggregation concentration of these molecules depends on the number of secondary interactions and on the solvophobic character of the polymerizing moieties. Hydrophobic shielding of the hydrogen‐bonding motif in the core of the discotic is of paramount importance for yielding stable, helical aggregates that are designed to be restricted in size through anti‐cooperative, electrostatic, repulsive interactions.</jats:p>
Autoren
  • Pol Besenius
  • Kelly P van den Hout
  • Harald MHG Albers
  • Tom FA de Greef
  • Luuk LC Olijve
  • Thomas M Hermans
  • Bas FM de Waal
  • Paul HH Bomans
  • Nico AJM Sommerdijk
  • Giuseppe Portale
  • Anja RA Palmans
  • Marcel HP van Genderen
  • Jef AJM Vekemans
  • EW Meijer
DOI
10.1002/chem.201002976
eISSN
1521-3765
ISSN
0947-6539
Ausgabe der Veröffentlichung
18
Zeitschrift
Chemistry – A European Journal
Sprache
en
Online publication date
2011
Paginierung
5193 - 5203
Datum der Veröffentlichung
2011
Status
Published
Herausgeber
Wiley
Herausgeber URL
http://dx.doi.org/10.1002/chem.201002976
Datum der Datenerfassung
2023
Titel
Controlled Supramolecular Oligomerization of <i>C<sub>3</sub></i>‐Symmetrical Molecules in Water: The Impact of Hydrophobic Shielding
Ausgabe der Zeitschrift
17

Datenquelle: Crossref

Abstract
The supramolecular oligomerization of three water-soluble C(3)-symmetrical discotic molecules is reported. The compounds all possess benzene-1,3,5-tricarboxamide cores and peripheral Gd(III)-DTPA (diethylene triamine pentaacetic acid) moieties, but differ in their linker units and thus in their propensity to undergo secondary interactions in H(2)O. The self-assembly behavior of these molecules was studied in solution using circular dichroism, UV/Vis spectroscopy, nuclear magnetic resonance, and cryogenic transmission electron microscopy. The aggregation concentration of these molecules depends on the number of secondary interactions and on the solvophobic character of the polymerizing moieties. Hydrophobic shielding of the hydrogen-bonding motif in the core of the discotic is of paramount importance for yielding stable, helical aggregates that are designed to be restricted in size through anti-cooperative, electrostatic, repulsive interactions.
Addresses
  • Institute for Complex Molecular Systems and Laboratory of Macromolecular and Organic Chemistry, Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB Eindhoven, The Netherlands.
Autoren
  • Pol Besenius
  • Kelly P van den Hout
  • Harald MHG Albers
  • Tom FA de Greef
  • Luuk LC Olijve
  • Thomas M Hermans
  • Bas FM de Waal
  • Paul HH Bomans
  • Nico AJM Sommerdijk
  • Giuseppe Portale
  • Anja RA Palmans
  • Marcel HP van Genderen
  • Jef AJM Vekemans
  • EW Meijer
DOI
10.1002/chem.201002976
eISSN
1521-3765
Externe Identifier
  • PubMed Identifier: 21432920
Funding acknowledgements
  • European Commission FP7: FP7_235914
Open access
false
ISSN
0947-6539
Ausgabe der Veröffentlichung
18
Zeitschrift
Chemistry (Weinheim an der Bergstrasse, Germany)
Schlüsselwörter
  • Water
  • Benzamides
  • Gadolinium DTPA
  • Microscopy, Electron, Transmission
  • Spectrophotometry, Ultraviolet
  • Circular Dichroism
  • Magnetic Resonance Spectroscopy
  • Hydrogen Bonding
  • Models, Chemical
  • Hydrophobic and Hydrophilic Interactions
Sprache
eng
Medium
Print-Electronic
Online publication date
2011
Paginierung
5193 - 5203
Datum der Veröffentlichung
2011
Status
Published
Datum der Datenerfassung
2011
Titel
Controlled supramolecular oligomerization of C3-symmetrical molecules in water: the impact of hydrophobic shielding.
Sub types
  • Research Support, Non-U.S. Gov't
  • Journal Article
Ausgabe der Zeitschrift
17

Datenquelle: Europe PubMed Central

Abstract
The supramolecular oligomerization of three water-soluble C(3)-symmetrical discotic molecules is reported. The compounds all possess benzene-1,3,5-tricarboxamide cores and peripheral Gd(III)-DTPA (diethylene triamine pentaacetic acid) moieties, but differ in their linker units and thus in their propensity to undergo secondary interactions in H(2)O. The self-assembly behavior of these molecules was studied in solution using circular dichroism, UV/Vis spectroscopy, nuclear magnetic resonance, and cryogenic transmission electron microscopy. The aggregation concentration of these molecules depends on the number of secondary interactions and on the solvophobic character of the polymerizing moieties. Hydrophobic shielding of the hydrogen-bonding motif in the core of the discotic is of paramount importance for yielding stable, helical aggregates that are designed to be restricted in size through anti-cooperative, electrostatic, repulsive interactions.
Autoren
  • Pol Besenius
  • Kelly P van den Hout
  • Harald MHG Albers
  • Tom FA de Greef
  • Luuk LC Olijve
  • Thomas M Hermans
  • Bas FM de Waal
  • Paul HH Bomans
  • Nico AJM Sommerdijk
  • Giuseppe Portale
  • Anja RA Palmans
  • Marcel HP van Genderen
  • Jef AJM Vekemans
  • EW Meijer
Autoren-URL
https://www.ncbi.nlm.nih.gov/pubmed/21432920
DOI
10.1002/chem.201002976
eISSN
1521-3765
Ausgabe der Veröffentlichung
18
Zeitschrift
Chemistry
Schlüsselwörter
  • Benzamides
  • Circular Dichroism
  • Gadolinium DTPA
  • Hydrogen Bonding
  • Hydrophobic and Hydrophilic Interactions
  • Magnetic Resonance Spectroscopy
  • Microscopy, Electron, Transmission
  • Models, Chemical
  • Spectrophotometry, Ultraviolet
  • Water
Sprache
eng
Country
Germany
Paginierung
5193 - 5203
Datum der Veröffentlichung
2011
Status
Published
Datum, an dem der Datensatz öffentlich gemacht wurde
2011
Titel
Controlled supramolecular oligomerization of C3-symmetrical molecules in water: the impact of hydrophobic shielding.
Sub types
  • Journal Article
  • Research Support, Non-U.S. Gov't
Ausgabe der Zeitschrift
17

Datenquelle: PubMed

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