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.
Published in : Chemistry - a European journal
Volume(Issue) : 16
Issue : 36
Pages : 11072
Pages to: 11081
Publisher / Ed. Institution : Wiley
Issue Date: 2010
License (according to publishing contract) : Licence according to publishing contract
Type of review: Peer review (Publication)
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.
Departement: Life Sciences and Facility Management
Publication type: Article in scientific Journal
DOI : 10.1002/chem.201001201
ISSN: 0947-6539
1521-3765
URI: https://digitalcollection.zhaw.ch/handle/11475/10472
Appears in Collections:Publikationen Life Sciences und Facility Management

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