Improved reproducibility of chemical reactions on purified polystyrene resins monitored by 31P MAS NMR

Rentsch, Daniel; Hany, Roland; Barthélémy, Sophie; Steinauer, Rene

doi:10.1016/s0040-4039(03)01803-3

Cited by 4 publications

(2 citation statements)

References 5 publications

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“…Similar to cholic acid, 1 was essentially insoluble in water and sparingly to moderately soluble in ethanol, MeOH, chloroform and dichloromethane. 17,17 The 31 P NMR spectrum of 1 exhibited a single phosphine signal at -5.0 ppm with triphenylphosphate (-18.0 ppm) 23 as an external standard (CDCl 3 /CD 3 OD, 1:1).…”

Section: Ligand Synthesismentioning

confidence: 99%

Improving reactivity and selectivity of aqueous-based Heck reactions by the local hydrophobicity of phosphine ligands

et al. 2015

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Modification of a triarylphosphine with a cholate moiety affords a new ligand, 1, which is effective in palladium-catalyzed Heck cross-couplings between acrylates and aryl iodides under mild, aqueous reaction conditions. High yields, up to 99%, wereachieved in water at 40 o C. In competition studies, a more hydrophobic substrate (n-Bu acrylate) was preferred over the least hydrophobic substrate (methyl acrylate), supportive of a localized hydrophobic microenvironment near the catalytic center. The enhanced reactivity and selectivity for hydrophobic substrates disappeared when the local hydrophobicity was eliminated using a standard water-soluble phosphine or in organic solvents.

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Section: Ligand Synthesismentioning

confidence: 99%

Improving reactivity and selectivity of aqueous-based Heck reactions by the local hydrophobicity of phosphine ligands

et al. 2015

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“…IR and swollen resin magic angle spinning (SR MAS) NMR have been used for the characterization of PS-molecules. [4][5][6] However it is not so easy to simply characterize PS-compounds in conventional methods because of their amorphous and/or insoluble properties.…”

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confidence: 99%

Facile Characterization of Polymer-Supported Reagents Using Cross Polarization Magic Angle Spinning Method in Solid State 13C-NMR

Shikii

Seki

Yamaguchi

et al. 2004

CHEMICAL & PHARMACEUTICAL BULLETIN

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A convenient method to remove ruthenium byproducts from olefin metathesis reactions using polymer-bound triphenylphosphine oxide (TPPO)

2005

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Ruthenium byproducts from ring-closing metathesis reactions can be removed by refluxing the crude reaction mixture with resin-bound triphenylphosphine oxide (TPPO) in toluene or by stirring with dimethyl sulfoxide (DMSO) and silica gel at room temperature. Residual levels of ruthenium can be achieved that are as low as 0.04 microg per 5 mg of product when a combination of TPPO, DMSO, and silica gel is used. The polymer-bound TPPO retained its efficiency after being recycled six times.

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Improved reproducibility of chemical reactions on purified polystyrene resins monitored by 31P MAS NMR

Cited by 4 publications

References 5 publications

Improving reactivity and selectivity of aqueous-based Heck reactions by the local hydrophobicity of phosphine ligands

Improving reactivity and selectivity of aqueous-based Heck reactions by the local hydrophobicity of phosphine ligands

Facile Characterization of Polymer-Supported Reagents Using Cross Polarization Magic Angle Spinning Method in Solid State 13C-NMR

A convenient method to remove ruthenium byproducts from olefin metathesis reactions using polymer-bound triphenylphosphine oxide (TPPO)

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