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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, 85 (8)
doi: 10.26083/tuprints-00020311
Artikel, Zweitveröffentlichung, Verlagsversion

Kurzbeschreibung (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.

Typ des Eintrags: Artikel
Erschienen: 2022
Autor(en): Li, Zhenzhong ; Rösler, Lorenz ; Herr, Kevin ; Brodrecht, Martin ; Breitzke, Hergen ; Hofmann, Kathrin ; Limbach, Hans‐Heinrich ; Gutmann, Torsten ; Buntkowsky, Gerd
Art des Eintrags: Zweitveröffentlichung
Titel: Dirhodium Coordination Polymers for Asymmetric Cyclopropanation of Diazooxindoles with Olefins: Synthesis and Spectroscopic Analysis
Sprache: Englisch
Publikationsjahr: 2022
Verlag: Wiley-VCH
Titel der Zeitschrift, Zeitung oder Schriftenreihe: ChemPlusChem
Jahrgang/Volume einer Zeitschrift: 85
(Heft-)Nummer: 8
DOI: 10.26083/tuprints-00020311
URL / URN: https://tuprints.ulb.tu-darmstadt.de/20311
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Herkunft: Zweitveröffentlichungsservice
Kurzbeschreibung (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: Verlagsversion
URN: urn:nbn:de:tuda-tuprints-203112
Sachgruppe der Dewey Dezimalklassifikatin (DDC): 500 Naturwissenschaften und Mathematik > 540 Chemie
Fachbereich(e)/-gebiet(e): 07 Fachbereich Chemie
07 Fachbereich Chemie > Eduard Zintl-Institut > Fachgebiet Physikalische Chemie
Hinterlegungsdatum: 14 Jan 2022 07:44
Letzte Änderung: 17 Jan 2022 06:23
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