Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 18129-18133 |
| Seitenumfang | 5 |
| Fachzeitschrift | Chemistry - a European journal |
| Jahrgang | 23 |
| Ausgabenummer | 72 |
| Publikationsstatus | Veröffentlicht - 22 Dez. 2017 |
Abstract
Processing of substrates with different solvent compatibility is a persistent problem in homogeneous catalysis, in particular when one starting compound is water soluble and the other is not. A promising concept reported in the literature is micellar catalysis. However, the process of developing catalysts that are surfactants at the same time is still in its early stages. We report the synthesis of a new surfactant system with an N-heterocyclic carbene (NHC) moiety as a head group. Characteristic surfactant properties such as the formation of micelles or liquid crystals is documented. The new surfactant ligand forms coordination compounds with various metals, most importantly Pd 2+, in square planar geometry. In addition, the Pd-NHC compound shows surfactant features, and can be used successfully for C−C cross-coupling reactions (Suzuki, Heck). The boost in catalytic activity by one order of magnitude compared to analogous but non-amphiphilic species is reported.
ASJC Scopus Sachgebiete
- Chemische Verfahrenstechnik (insg.)
- Katalyse
- Chemie (insg.)
- Organische Chemie
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in: Chemistry - a European journal, Jahrgang 23, Nr. 72, 22.12.2017, S. 18129-18133.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Hybrid Surfactants with N -Heterocyclic Carbene Heads as a Multifunctional Platform for Interfacial Catalysis
AU - Donner, Adrian
AU - Hagedorn, Kay
AU - Mattes, Lorenz
AU - Drechsler, Markus
AU - Polarz, Sebastian
N1 - Funding Information: We thank the European Research council for funding (ERC consolidator grant ISURF; project 614606). M.D. thanks the Bavarian Polymer Institute (BPI) and the collaborative research center SFB840 of the German Research Foundation (DFG) for financial support. Publisher Copyright: © 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. Copyright: Copyright 2017 Elsevier B.V., All rights reserved.
PY - 2017/12/22
Y1 - 2017/12/22
N2 - Processing of substrates with different solvent compatibility is a persistent problem in homogeneous catalysis, in particular when one starting compound is water soluble and the other is not. A promising concept reported in the literature is micellar catalysis. However, the process of developing catalysts that are surfactants at the same time is still in its early stages. We report the synthesis of a new surfactant system with an N-heterocyclic carbene (NHC) moiety as a head group. Characteristic surfactant properties such as the formation of micelles or liquid crystals is documented. The new surfactant ligand forms coordination compounds with various metals, most importantly Pd 2+, in square planar geometry. In addition, the Pd-NHC compound shows surfactant features, and can be used successfully for C−C cross-coupling reactions (Suzuki, Heck). The boost in catalytic activity by one order of magnitude compared to analogous but non-amphiphilic species is reported.
AB - Processing of substrates with different solvent compatibility is a persistent problem in homogeneous catalysis, in particular when one starting compound is water soluble and the other is not. A promising concept reported in the literature is micellar catalysis. However, the process of developing catalysts that are surfactants at the same time is still in its early stages. We report the synthesis of a new surfactant system with an N-heterocyclic carbene (NHC) moiety as a head group. Characteristic surfactant properties such as the formation of micelles or liquid crystals is documented. The new surfactant ligand forms coordination compounds with various metals, most importantly Pd 2+, in square planar geometry. In addition, the Pd-NHC compound shows surfactant features, and can be used successfully for C−C cross-coupling reactions (Suzuki, Heck). The boost in catalytic activity by one order of magnitude compared to analogous but non-amphiphilic species is reported.
KW - cross-coupling reactions
KW - homogeneous catalysis
KW - organic–inorganic hybrids
KW - self-assembly
KW - surfactants
UR - http://www.scopus.com/inward/record.url?scp=85031664257&partnerID=8YFLogxK
U2 - 10.1002/chem.201703902
DO - 10.1002/chem.201703902
M3 - Article
VL - 23
SP - 18129
EP - 18133
JO - Chemistry - a European journal
JF - Chemistry - a European journal
SN - 0947-6539
IS - 72
ER -