Trans-chelating ligands in palladium-catalyzed carbonylative coupling and methoxycarbonylation of aryl halides

Luba Kaganovsky; Dmitri Gelman; Karola Rueck-Braun

doi:10.1016/j.jorganchem.2009.10.001

Trans-chelating ligands in palladium-catalyzed carbonylative coupling and methoxycarbonylation of aryl halides

Luba Kaganovsky
, Dmitri Gelman^*
, Karola Rueck-Braun

^*Corresponding author for this work

Institute of Chemistry

Research output: Contribution to journal › Article › peer-review

48 Scopus citations

Abstract

The manuscript describes the use of a trans-chelated palladium complex derived from 1,8-bis-(4-(diphenylphosphino)phenyl)anthracene (1) and p-TolPdI(TMEDA) as a precatalyst in carbonylative Suzuki coupling and methoxycarbonylation of aryl iodides and bromides. The catalyst is active in 0.01-1 mol% loading and demonstrates highly selective transformations. The selectivity is attributed to the unique structural features of the trans-chelating ligands.

Original language	English
Pages (from-to)	260-266
Number of pages	7
Journal	Journal of Organometallic Chemistry
Volume	695
Issue number	2
DOIs	https://doi.org/10.1016/j.jorganchem.2009.10.001
State	Published - 15 Jan 2010

Bibliographical note

Funding Information:
We thank the Israel Science Foundation (Grant No. 866/06 ) and the German Israeli Science Foundation for Research and Development (Grant No. 894/05 ) financial support. We also thank Dr. Shmuel Cohen for solving X-ray structures.

Keywords

Bidentate ligands
Carbonylation
Palladium
trans-Spanning

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10.1016/j.jorganchem.2009.10.001

Cite this

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abstract = "The manuscript describes the use of a trans-chelated palladium complex derived from 1,8-bis-(4-(diphenylphosphino)phenyl)anthracene (1) and p-TolPdI(TMEDA) as a precatalyst in carbonylative Suzuki coupling and methoxycarbonylation of aryl iodides and bromides. The catalyst is active in 0.01-1 mol\% loading and demonstrates highly selective transformations. The selectivity is attributed to the unique structural features of the trans-chelating ligands.",

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AU - Rueck-Braun, Karola

N1 - Funding Information: We thank the Israel Science Foundation (Grant No. 866/06 ) and the German Israeli Science Foundation for Research and Development (Grant No. 894/05 ) financial support. We also thank Dr. Shmuel Cohen for solving X-ray structures.

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N2 - The manuscript describes the use of a trans-chelated palladium complex derived from 1,8-bis-(4-(diphenylphosphino)phenyl)anthracene (1) and p-TolPdI(TMEDA) as a precatalyst in carbonylative Suzuki coupling and methoxycarbonylation of aryl iodides and bromides. The catalyst is active in 0.01-1 mol% loading and demonstrates highly selective transformations. The selectivity is attributed to the unique structural features of the trans-chelating ligands.

AB - The manuscript describes the use of a trans-chelated palladium complex derived from 1,8-bis-(4-(diphenylphosphino)phenyl)anthracene (1) and p-TolPdI(TMEDA) as a precatalyst in carbonylative Suzuki coupling and methoxycarbonylation of aryl iodides and bromides. The catalyst is active in 0.01-1 mol% loading and demonstrates highly selective transformations. The selectivity is attributed to the unique structural features of the trans-chelating ligands.

KW - Bidentate ligands

KW - Carbonylation

KW - Palladium

KW - trans-Spanning

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ER -

Trans-chelating ligands in palladium-catalyzed carbonylative coupling and methoxycarbonylation of aryl halides

Abstract

Bibliographical note

Keywords

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