Publication type: Article in scientific journal
Type of review: Peer review (publication)
Title: [Pd(Cl)2{P(NC5H10)(C6H11)2}2] - a highly effective and extremely versatile palladium-based Negishi catalyst that efficiently and reliably operates at low catalyst loadings
Authors: Bolliger, Jeanne L.
Frech, Christian M.
DOI: 10.1002/chem.201001201
Published in: Chemistry - A European Journal
Volume(Issue): 16
Issue: 36
Page(s): 11072
Pages to: 11081
Issue Date: 2010
Publisher / Ed. Institution: Wiley
ISSN: 0947-6539
1521-3765
Language: English
Subject (DDC): 540: Chemistry
Abstract: [Pd(Cl)(2){P(NC(5)H(10))(C(6)H(11))(2)}(2)] (1) has been prepared in quantitative yield by reacting commercially available [Pd(cod)(Cl)(2)] (cod=cyclooctadiene) with readily prepared 1-(dicyclohexylphosphanyl)piperidine in toluene under N(2) within a few minutes at room temperature. Complex 1 has proved to be an excellent Negishi catalyst, capable of quantitatively coupling a wide variety of electronically activated, non-activated, deactivated, sterically hindered, heterocyclic, and functionalized aryl bromides with various (also heterocyclic) arylzinc reagents, typically within a few minutes at 100°C in the presence of just 0.01 mol% of catalyst. Aryl bromides containing nitro, nitrile, ether, ester, hydroxy, carbonyl, and carboxyl groups, as well as acetals, lactones, amides, anilines, alkenes, carboxylic acids, acetic acids, and pyridines and pyrimidines, have been successfully used as coupling partners. Furthermore, electronic and steric variations are tolerated in both reaction partners. Experimental observations strongly indicate that a molecular mechanism is operative.
URI: https://digitalcollection.zhaw.ch/handle/11475/10472
Fulltext version: Published version
License (according to publishing contract): Licence according to publishing contract
Departement: Life Sciences and Facility Management
Appears in collections:Publikationen Life Sciences und Facility Management

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Bolliger, J. L., & Frech, C. M. (2010). [Pd(Cl)2{P(NC5H10)(C6H11)2}2] - a highly effective and extremely versatile palladium-based Negishi catalyst that efficiently and reliably operates at low catalyst loadings. Chemistry - A European Journal, 16(36), 11072–11081. https://doi.org/10.1002/chem.201001201
Bolliger, J.L. and Frech, C.M. (2010) ‘[Pd(Cl)2{P(NC5H10)(C6H11)2}2] - a highly effective and extremely versatile palladium-based Negishi catalyst that efficiently and reliably operates at low catalyst loadings’, Chemistry - A European Journal, 16(36), pp. 11072–11081. Available at: https://doi.org/10.1002/chem.201001201.
J. L. Bolliger and C. M. Frech, “[Pd(Cl)2{P(NC5H10)(C6H11)2}2] - a highly effective and extremely versatile palladium-based Negishi catalyst that efficiently and reliably operates at low catalyst loadings,” Chemistry - A European Journal, vol. 16, no. 36, pp. 11072–11081, 2010, doi: 10.1002/chem.201001201.
BOLLIGER, Jeanne L. und Christian M. FRECH, 2010. [Pd(Cl)2{P(NC5H10)(C6H11)2}2] - a highly effective and extremely versatile palladium-based Negishi catalyst that efficiently and reliably operates at low catalyst loadings. Chemistry - A European Journal. 2010. Bd. 16, Nr. 36, S. 11072–11081. DOI 10.1002/chem.201001201
Bolliger, Jeanne L., and Christian M. Frech. 2010. “[Pd(Cl)2{P(NC5H10)(C6H11)2}2] - a Highly Effective and Extremely Versatile Palladium-Based Negishi Catalyst That Efficiently and Reliably Operates at Low Catalyst Loadings.” Chemistry - A European Journal 16 (36): 11072–81. https://doi.org/10.1002/chem.201001201.
Bolliger, Jeanne L., and Christian M. Frech. “[Pd(Cl)2{P(NC5H10)(C6H11)2}2] - a Highly Effective and Extremely Versatile Palladium-Based Negishi Catalyst That Efficiently and Reliably Operates at Low Catalyst Loadings.” Chemistry - A European Journal, vol. 16, no. 36, 2010, pp. 11072–81, https://doi.org/10.1002/chem.201001201.


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