Aromatic PCN pincer palladium complexes : Forming and breaking CC bonds
(2017) In Journal of Organometallic Chemistry 845. p.157-164- Abstract
Through a salt metathesis reaction, ( t-BuPCN)Pd-ONO2 (2) was prepared and used as a precursor for producing ( t-BuPCN)Pd-OH (3) and ( t-BuPCN)Pd-aryl acetylide complexes 4 (phenyl acetylide) and 5 (p-tolyl acetylide). The aryl acetylide complexes could also be prepared through another synthetic route: by condensation of 3 with the corresponding aryl acetylene. The reactivity of complexes 3 and 4 toward carbon dioxide was studied and it was found that both reactions give the hydrogen carbonate complex (6). The low reactivity of the Pd-acetylide bond was further confirmed by the fact that the propiolate complex undergoes decarboxylation to give 4. PCN palladium complexes are good catalysts for... (More)
Through a salt metathesis reaction, ( t-BuPCN)Pd-ONO2 (2) was prepared and used as a precursor for producing ( t-BuPCN)Pd-OH (3) and ( t-BuPCN)Pd-aryl acetylide complexes 4 (phenyl acetylide) and 5 (p-tolyl acetylide). The aryl acetylide complexes could also be prepared through another synthetic route: by condensation of 3 with the corresponding aryl acetylene. The reactivity of complexes 3 and 4 toward carbon dioxide was studied and it was found that both reactions give the hydrogen carbonate complex (6). The low reactivity of the Pd-acetylide bond was further confirmed by the fact that the propiolate complex undergoes decarboxylation to give 4. PCN palladium complexes are good catalysts for the decarboxylative cross coupling reactions between acetylene carboxylic acids and aryl halides. The yield of the cross coupling product was improved by adding a catalytic amount of CuI.
(Less)
- author
- Mousa, Abdelrazek H. LU ; Fleckhaus, André LU ; Kondrashov, Mikhail LU and Wendt, Ola F. LU
- organization
- publishing date
- 2017-09
- type
- Contribution to journal
- publication status
- published
- subject
- keywords
- Aromatic pincer complexes, Carboxylation, Decarboxylative cross coupling, Palladium, PCN pincer ligand
- in
- Journal of Organometallic Chemistry
- volume
- 845
- pages
- 157 - 164
- publisher
- Elsevier
- external identifiers
-
- scopus:85018176808
- wos:000405773500022
- ISSN
- 0022-328X
- DOI
- 10.1016/j.jorganchem.2017.04.025
- language
- English
- LU publication?
- yes
- id
- 5c765bb1-1dc7-49e6-813f-2c98e816a78b
- date added to LUP
- 2017-05-22 11:14:35
- date last changed
- 2024-01-13 19:34:54
@article{5c765bb1-1dc7-49e6-813f-2c98e816a78b,
abstract = {{<p>Through a salt metathesis reaction, (<sup> t-Bu</sup>PCN)Pd-ONO<sub>2</sub> (2) was prepared and used as a precursor for producing (<sup> t-Bu</sup>PCN)Pd-OH (3) and (<sup> t-Bu</sup>PCN)Pd-aryl acetylide complexes 4 (phenyl acetylide) and 5 (p-tolyl acetylide). The aryl acetylide complexes could also be prepared through another synthetic route: by condensation of 3 with the corresponding aryl acetylene. The reactivity of complexes 3 and 4 toward carbon dioxide was studied and it was found that both reactions give the hydrogen carbonate complex (6). The low reactivity of the Pd-acetylide bond was further confirmed by the fact that the propiolate complex undergoes decarboxylation to give 4. PCN palladium complexes are good catalysts for the decarboxylative cross coupling reactions between acetylene carboxylic acids and aryl halides. The yield of the cross coupling product was improved by adding a catalytic amount of CuI.</p>}},
author = {{Mousa, Abdelrazek H. and Fleckhaus, André and Kondrashov, Mikhail and Wendt, Ola F.}},
issn = {{0022-328X}},
keywords = {{Aromatic pincer complexes; Carboxylation; Decarboxylative cross coupling; Palladium; PCN pincer ligand}},
language = {{eng}},
pages = {{157--164}},
publisher = {{Elsevier}},
series = {{Journal of Organometallic Chemistry}},
title = {{Aromatic PCN pincer palladium complexes : Forming and breaking CC bonds}},
url = {{http://dx.doi.org/10.1016/j.jorganchem.2017.04.025}},
doi = {{10.1016/j.jorganchem.2017.04.025}},
volume = {{845}},
year = {{2017}},
}