Suzuki reaction catalysed by a PCsp3P pincer Pd(II) complex: Evidence for a mechanism involving molecular species
(2009) In Journal of Organometallic Chemistry 694(19). p.3112-3115- Abstract
- {Cis-1,3-bis[(di-tert-butylphosphino)methyl]cyclohexyl}palladium(II)trif luoroacetate (1) acts as a precatalyst for the Suzuki reaction of aryl halides with phenylboronic acid in the absence or presence of mercury to give the product in modest to reasonably good yields. The reaction was monitored by P-31- and H-1 NMR spectroscopy in a stepwise fashion, concluding that complex 1 reacts with activated boronic acids in the first reaction step to yield the corresponding phenyl complex 2. Complex 2 thereafter generates the Suzuki cross-coupling product upon addition of aryl halide. This shows that (PCP)Pd complexes, in addition to the previously demonstrated Pd(0)/Pd(II) mechanism, can mediate cross-coupling reactions using molecular species in... (More)
- {Cis-1,3-bis[(di-tert-butylphosphino)methyl]cyclohexyl}palladium(II)trif luoroacetate (1) acts as a precatalyst for the Suzuki reaction of aryl halides with phenylboronic acid in the absence or presence of mercury to give the product in modest to reasonably good yields. The reaction was monitored by P-31- and H-1 NMR spectroscopy in a stepwise fashion, concluding that complex 1 reacts with activated boronic acids in the first reaction step to yield the corresponding phenyl complex 2. Complex 2 thereafter generates the Suzuki cross-coupling product upon addition of aryl halide. This shows that (PCP)Pd complexes, in addition to the previously demonstrated Pd(0)/Pd(II) mechanism, can mediate cross-coupling reactions using molecular species in a non-zero oxidation state. (C) 2009 Elsevier B.V. All rights reserved. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/1478232
- author
- Olsson, Daniel LU and Wendt, Ola LU
- organization
- publishing date
- 2009
- type
- Contribution to journal
- publication status
- published
- subject
- keywords
- Pincer ligands, Palladium, Cross-coupling, NMR studies
- in
- Journal of Organometallic Chemistry
- volume
- 694
- issue
- 19
- pages
- 3112 - 3115
- publisher
- Elsevier
- external identifiers
-
- wos:000268799500009
- scopus:68049129702
- ISSN
- 0022-328X
- DOI
- 10.1016/j.jorganchem.2009.05.025
- language
- English
- LU publication?
- yes
- additional info
- The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)
- id
- 4ec1b118-d1cf-4949-b97a-80ee151bc666 (old id 1478232)
- date added to LUP
- 2016-04-01 14:50:34
- date last changed
- 2022-01-28 02:47:54
@article{4ec1b118-d1cf-4949-b97a-80ee151bc666, abstract = {{{Cis-1,3-bis[(di-tert-butylphosphino)methyl]cyclohexyl}palladium(II)trif luoroacetate (1) acts as a precatalyst for the Suzuki reaction of aryl halides with phenylboronic acid in the absence or presence of mercury to give the product in modest to reasonably good yields. The reaction was monitored by P-31- and H-1 NMR spectroscopy in a stepwise fashion, concluding that complex 1 reacts with activated boronic acids in the first reaction step to yield the corresponding phenyl complex 2. Complex 2 thereafter generates the Suzuki cross-coupling product upon addition of aryl halide. This shows that (PCP)Pd complexes, in addition to the previously demonstrated Pd(0)/Pd(II) mechanism, can mediate cross-coupling reactions using molecular species in a non-zero oxidation state. (C) 2009 Elsevier B.V. All rights reserved.}}, author = {{Olsson, Daniel and Wendt, Ola}}, issn = {{0022-328X}}, keywords = {{Pincer ligands; Palladium; Cross-coupling; NMR studies}}, language = {{eng}}, number = {{19}}, pages = {{3112--3115}}, publisher = {{Elsevier}}, series = {{Journal of Organometallic Chemistry}}, title = {{Suzuki reaction catalysed by a PCsp3P pincer Pd(II) complex: Evidence for a mechanism involving molecular species}}, url = {{http://dx.doi.org/10.1016/j.jorganchem.2009.05.025}}, doi = {{10.1016/j.jorganchem.2009.05.025}}, volume = {{694}}, year = {{2009}}, }