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  A Comparative Study of Dibenzylideneacetone Palladium Complexes in Catalysis

Weber, P., Biafora, A., Doppiu, A., Bongard, H.-J., Kelm, H., & Gooßen, L. J. (2019). A Comparative Study of Dibenzylideneacetone Palladium Complexes in Catalysis. Organic Process Research & Development, 23(7), 1462-1470. doi:10.1021/acs.oprd.9b00214.

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Genre: Journal Article

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 Creators:
Weber, Philip1, Author
Biafora, Agostino2, Author
Doppiu, Angelino3, Author
Bongard, Hans-Josef4, Author              
Kelm, Harald2, Author
Gooßen, Lukas J.1, Author
Affiliations:
1Fakultät für Chemie und Biochemie, Ruhr Universität Bochum, Universitätsstr. 150, 44801 Bochum, Germany, ou_persistent22              
2FB Chemie, Organische Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Strasse, Geb. 54, 67663 Kaiserslautern, Germany, ou_persistent22              
3Umicore AG & Co. KG, Rodenbacher Chaussee 4, Building 895, Room 208, 63457 Hanau-Wolfgang, Germany, ou_persistent22              
4Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445625              

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Free keywords: palladium; Pd2(dba)3; Pd(dba)2; Pd catalysis; Pd nanoparticles; amination; reproducibility
 Abstract: Commercial Pdx(dba)y from various suppliers was found to vary considerably in appearance, homogeneity, purity, and catalytic activity. The Buchwald–Hartwig amination of 4-bromoanisole (5) with aniline (6) was established as a sensitive test reaction to probe the efficiency of Pdx(dba)y batches in catalytic transformations. The yields obtained with 17 different Pdx(dba)y batches ranged from 10% to nearly quantitative and could not be predicted reliably on the basis of any physical or spectroscopic descriptor alone. The best results in the catalytic test reaction were consistently achieved with a self-made slowly crystallized Pd2(dba)3·toluene adduct. A protocol is disclosed that allows batches of Pdx(dba)y with unsatisfactory or inconsistent performance to be converted into this reliable precatalyst.

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Language(s): eng - English
 Dates: 2019-05-062019-06-062019-07-19
 Publication Status: Published in print
 Pages: 9
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/acs.oprd.9b00214
 Degree: -

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Title: Organic Process Research & Development
  Other : Org. Process Res. Dev.
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 23 (7) Sequence Number: - Start / End Page: 1462 - 1470 Identifier: ISSN: 1083-6160
CoNE: https://pure.mpg.de/cone/journals/resource/1083-6160