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Keywords = phospine

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5 pages, 2017 KiB  
Proceeding Paper
Oxidation Processes in a Phosphine-Thiocarbohydrazone Ligand
by Sandra Fernández-Fariña, Isabel Velo-Heleno, Lara Rouco, Miguel Martínez-Calvo and Ana M. González-Noya
Chem. Proc. 2022, 12(1), 57; https://doi.org/10.3390/ecsoc-26-13559 - 14 Nov 2022
Viewed by 1090
Abstract
In this work, we isolated a pentadentate [P2N2S] phosphine-thiocarbohydrazone ligand H2L with a bulky phosphine group in both linker domains that undergoes an oxidation process in solution. This ligand was synthesized by a direct reaction between two [...] Read more.
In this work, we isolated a pentadentate [P2N2S] phosphine-thiocarbohydrazone ligand H2L with a bulky phosphine group in both linker domains that undergoes an oxidation process in solution. This ligand was synthesized by a direct reaction between two equivalents of 2-diphe-nylphosphinebenzaldehyde and one equivalent of thiocarbohydrazide. Two types of crystals de-rived from this ligand were obtained and studied using X-ray diffraction spectroscopy. One structure corresponds to the monooxidized ligand H2L(O) while the other indicates a dioxidation of the compound, H2L(OO). Full article
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9 pages, 227 KiB  
Review
The Hydroarylation Reaction—Scope and Limitations
by Jan C. Namyslo, Jörg Storsberg, Jens Klinge, Christian Gärtner, Min-Liang Yao, Nuket Ocal and Dieter Eckhard Kaufmann
Molecules 2010, 15(5), 3402-3410; https://doi.org/10.3390/molecules15053402 - 10 May 2010
Cited by 40 | Viewed by 15042
Abstract
The synthetic potential of stereoselective, palladium-catalyzed hydro(het)arylation reactions of bi-, tri- and tetracyclic (hetero)alkenes in the presence of phospines and arsines as highly efficient ligands was studied. The mechanism of this reductive Heck reaction becomes more complex in the case of benzonorbornenes. Hydroarylation [...] Read more.
The synthetic potential of stereoselective, palladium-catalyzed hydro(het)arylation reactions of bi-, tri- and tetracyclic (hetero)alkenes in the presence of phospines and arsines as highly efficient ligands was studied. The mechanism of this reductive Heck reaction becomes more complex in the case of benzonorbornenes. Hydroarylation of diazabicyclo-[2.2.1]heptenes provides a stereoselective access to aryldiaminocyclopentanes. Electron-deficient arylpalladium complexes shift the reaction towards the product of a formal 1,2-hydrazidoarylation reaction of 1,3-cyclopentadiene by a stereoselective C-N cleavage. Due to steric reasons, rigid bicyclo[2.2.2]octenes react slower in hydroarylation reactions than the corresponding bicyclo[2.2.1]heptenes. The more flexible bicyclo[4.2.2]decene system already tends to undergo domino-Heck reactions, even under reductive conditions. When a tetracyclic cis-allylcyclopropane is carbopalladated in the presence of formates, the neighboring cyclopropane ring is attacked in the first reported example of a π,σ domino-Heck reaction. Full article
(This article belongs to the Special Issue Heck Coupling)
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