dc.contributor.author |
Malan, F.P. (Frederick)
|
|
dc.contributor.author |
Singleton, Eric
|
|
dc.contributor.author |
Van Rooyen, Petrus H.
|
|
dc.contributor.author |
Landman, Marile
|
|
dc.date.accessioned |
2016-09-26T07:29:10Z |
|
dc.date.issued |
2016-07 |
|
dc.description.abstract |
Nine new Ni(II)-NHC complexes, [CpNiBr(NHC)], were synthesised from nickelocene and the corresponding symmetric or asymmetric alkyl/-benzyl/phenylethyl imidazolium bromide ligands in relatively high yield. Access to each of the synthesised symmetric or asymmetric alkyl/benzyl/phenylethyl imidazolium bromide salts was obtained through deprotonation of imidazole, followed by treatment with an alkyl- or aryl halide, which is subsequently followed with reaction of a secondary alkyl-, benzyl-, or phenylethyl halide. The series of [CpNiBr(NHC)] exhibited catalytic activity in the Suzuki-Miyaura coupling of activated aryl halides with phenylboronic acid to give the respective biphenyl and biphenyl-containing
products. In general, the more electron-donating NHC-bearing Ni complexes showed higher activity with aryl halides bearing electron-withdrawing functionalities including carboxaldehyde moieties. All complexes were characterised by 1H- and 13C-NMR spectroscopy, FT-IR spectroscopy, CHN and MS analyses, along with six selected single
crystal X-ray structures that are reported here. |
en_ZA |
dc.description.department |
Chemistry |
en_ZA |
dc.description.embargo |
2017-07-31 |
|
dc.description.librarian |
hb2016 |
en_ZA |
dc.description.sponsorship |
The National Research Foundation of South Africa (NRF) and the University of Pretoria (UP). |
en_ZA |
dc.description.uri |
http://www.elsevier.com/locate/jorganchem |
en_ZA |
dc.identifier.citation |
Malan, FP, Singleton, E, Van Rooyen, PH & Landman, M 2016, 'Facile Suzuki-Miyaura coupling of activated aryl halides using new CpNiBr(NHC) complexes', Journal of Organometallic Chemistry, vol. 813, pp. 7-14. |
en_ZA |
dc.identifier.issn |
0022-328X (print) |
|
dc.identifier.issn |
1872-8561 (online) |
|
dc.identifier.other |
10.1016/j.jorganchem.2016.03.017 |
|
dc.identifier.uri |
http://hdl.handle.net/2263/57002 |
|
dc.language.iso |
en |
en_ZA |
dc.publisher |
Elsevier |
en_ZA |
dc.rights |
© 2016 Elsevier B.V. All rights reserved. Notice : this is the author’s version of a work that was accepted for publication in Journal of Organometallic Chemistry. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. A definitive version was subsequently published in Journal of Organometallic Chemistry, vol. 813, pp. 7-14, 2016. doi : 10.1016/j.jorganchem.2016.03.017. |
en_ZA |
dc.subject |
Nickel (Ni) |
en_ZA |
dc.subject |
N-heterocyclic carbene |
en_ZA |
dc.subject |
Suzuki-Miyaura coupling |
en_ZA |
dc.title |
Facile Suzuki-Miyaura coupling of activated aryl halides using new CpNiBr(NHC) complexes |
en_ZA |
dc.type |
Postprint Article |
en_ZA |