A modular approach to introduce function into single-chain polymeric nanoparticles
Best source
All available sources
- Authors:
- Bas van Genabeek
Elisa Huerta
E. W. Meijer
Anja R. A. Palmans
Patrick J. M. Stals
Macromolecular and Organic Chemistry
Macro-Organic Chemistry - Source:
- Macromolecular Rapid Communications, 35(15), 1320-1325. Wiley-VCH Verlag
- Publication Date:
- 2014-01-01
- Language:
- English
- Abstract:
- Here, a modular approach is reported to introduce a specific function into single-chain polymeric nanoparticles (SCPNs). Hereto, an amphiphilic polymer with pendant benzene-1,3,5-tricarboxamide (BTA) units is mixed with a "free" BTA that contains a functional group, either a fluorescent naphthalimide or a catalytically active l-proline. Taking advantage of hydrophobic interactions and self-recognition properties of the BTA units, the "free" BTAs are captured into the interior of the SCPN in water as evidenced by fluorescence studies. To illustrate that function can be readily introduced using a modular approach, l-proline-based BTAs are incorporated to procure a catalytically active SCPN in water. The aldol reaction between p-nitrobenzaldehyde and cyclohexanone shows good conversions at low catalyst loadings and substrate concentrations, and high stereoselectivities are obtained (de = 91% and ee = 98%). © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
- Subjects:
- Materials science
Polymers and Plastics
Proline
Polymers
Cyclohexanone
Catalysis
Hydrophobic effect
chemistry.chemical_compound
Molecular recognition
Aldol reaction
Materials Chemistry
Organic chemistry
Aldehydes
Cyclohexanones
Organic Chemistry
Substrate (chemistry)
Water
Stereoisomerism
Combinatorial chemistry
Naphthalimides
Spectrometry, Fluorescence
chemistry
Organocatalysis
Functional group
Benzamides
Nanoparticles
Hydrophobic and Hydrophilic Interactions - Format:
- Database:
- OpenAIRE
- Journal:
- Macromolecular Rapid Communications
- Volume:
- 35
- Issue:
- 15
- Page Start:
- 1320
- Page Count:
- 6
- ISSN:
- 10221336
