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Dirhodium Coordination Polymers for Asymmetric Cyclopropanation of Diazooxindoles with Olefins: Synthesis and Spectroscopic Analysis

Li, Zhenzhong ; Rösler, Lorenz ; Herr, Kevin ; Brodrecht, Martin ; Breitzke, Hergen ; Hofmann, Kathrin ; Limbach, Hans‐Heinrich ; Gutmann, Torsten ; Buntkowsky, Gerd (2022)
Dirhodium Coordination Polymers for Asymmetric Cyclopropanation of Diazooxindoles with Olefins: Synthesis and Spectroscopic Analysis.
In: ChemPlusChem, 2020, 85 (8)
doi: 10.26083/tuprints-00020311
Article, Secondary publication, Publisher's Version

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Item Type: Article
Type of entry: Secondary publication
Title: Dirhodium Coordination Polymers for Asymmetric Cyclopropanation of Diazooxindoles with Olefins: Synthesis and Spectroscopic Analysis
Language: English
Date: 14 January 2022
Place of Publication: Darmstadt
Year of primary publication: 2020
Publisher: Wiley-VCH
Journal or Publication Title: ChemPlusChem
Volume of the journal: 85
Issue Number: 8
DOI: 10.26083/tuprints-00020311
Corresponding Links:
Origin: Secondary publication service
Abstract:

A facile approach is reported for the preparation of dirhodium coordination polymers [Rh₂(L1)₂]n (Rh₂-L1) and [Rh₂(L2)₂]n (Rh₂-L2; L1=N,N’-(pyromellitoyl)-bis-L-phenylalanine diacid anion, L2=bis-N,N’-(L-phenylalanyl) naphthalene-1,4,5,8-tetracarboxylate diimide) from chiral dicarboxylic acids by ligand exchange. Multiple techniques including FTIR, XPS, and ¹H→¹³C CP MAS NMR spectroscopy reveal the formation of the coordination polymers. ¹⁹F MAS NMR was utilized to investigate the remaining TFA groups in the obtained coordination polymers, and demonstrated near-quantitative ligand exchange. DR-UV-vis and XPS confirm the oxidation state of the Rh center and that the Rh-single bond in the dirhodium node is maintained in the synthesis of Rh₂-L1 and Rh₂-L2. Both coordination polymers exhibit excellent catalytic performance in the asymmetric cyclopropanation reaction between styrene and diazooxindole. The catalysts can be easily recycled and reused without significant reduction in their catalytic efficiency.

Status: Publisher's Version
URN: urn:nbn:de:tuda-tuprints-203112
Classification DDC: 500 Science and mathematics > 540 Chemistry
Divisions: 07 Department of Chemistry > Eduard Zintl-Institut > Physical Chemistry
Date Deposited: 14 Jan 2022 07:44
Last Modified: 14 Nov 2023 19:04
URI: https://tuprints.ulb.tu-darmstadt.de/id/eprint/20311
PPN: 506155870
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