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- Title
Highly ordered amphiphilic cyclopalladated arylimine self-assembly films for catalyzing Heck and Suzuki.
- Authors
Zhao, Yaqing; Zhao, Na; Zou, Meiling; Li, Tiesheng; Li, Guoping; Li, Jinpeng; Wu, Yangjie
- Abstract
A series of new cyclopalladated arylimine compounds ( 3a, 3b, 3c, 4a, 4b, 4c) were synthesized and characterized. Their catalytic properties for Heck and Suzuki in a homogeneous system were preliminarily investigated using water as solvent, in which no ligands, air isolation or assistant solvents were needed in . The optimization of the homogeneous system provided a basis for research on the heterogeneous catalytic reaction catalyzed by ordered self-assembly films. Organized monolayers of 3a, 3b, 3c were prepared and utilized as CC coupling catalysts. Monolayers of 3a, 3b, 3c were deposited using Langmuir-Blodgett techniques and analyzed using π-A isotherms, UV-visible and X-ray photoelectron spectroscopies and , which showed near orientation on the surface and stability under the optimized experimental conditions suitable for exploring Heck and Suzuki . The activity of immobilized 3c monolayer is enhanced relative to homogeneous reaction, in which the ordered monolayers are efficient with a catalyst loading as low as 10−5 mol%, turnover number as high as 79 200 and turnover frequency as high as 2640 h−1. The catalytic efficiency is 100 times higher than that in the homogeneous case using the same amount and ratio of reagent. The increased activity of immobilized 3c monolayer is due to a combination of its structure and changes in conformation when deposited onto the substrate. The topographic changes of catalyst films, stability of films and were investigated with , cyclic voltammetry, and atomic , from which a heterogeneous catalytic mechanism for Suzuki is proposed. The study demonstrates that careful monolayer studies can provide useful models for the design and study of supported molecular catalyst systems. Copyright © 2016 John Wiley & Sons, Ltd.
- Subjects
SOLVENT extraction; THIN films; PHOTOELECTRON spectroscopy; MONOMOLECULAR films; CATALYSIS
- Publication
Applied Organometallic Chemistry, 2016, Vol 30, Issue 7, p540
- ISSN
0268-2605
- Publication type
Article
- DOI
10.1002/aoc.3467