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93093 Sigma-Aldrich

Triphenylphosphine, polymer-bound

100-200 mesh, extent of labeling: ~3 mmol/g triphenylphosphine loading

Synonym: Copolymer of styrene and divinylbenzene, diphenylphosphinated, Diphenylphosphino-polystyrene, Polystyrene crosslinked with divinylbenzene, diphenylphosphinated

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Ligands, Phosphine Compounds, Phosphine Ligands,
extent of labeling   ~3 mmol/g triphenylphosphine loading
matrix   crosslinked with 2% DVB
particle size   100-200 mesh

Description

Other Notes

Polymer-bound triphenylphosphine is used for preparing polymer-bound yields which are highly useful for Wittig reactions; removal of the polymer at the end of the reaction removes all the phosphine oxide.

Packaging

5, 25 g in glass bottle

Application

Polymer-bound triphenylphosphine is a solid-supported reagent that can be used as a better alternative to triphenylphosphine in the Mitsunobu reaction.
It can also be used:
• For the esterification of alkylphosphonic acids using primary alcohols in the presence of iodine and imidazole.
• To catalyze the conversion of 3-[3-(1,3-dioxolan-2-yl)-1-hydroxypropyl]pyridine to 3-[1-bromo-3-(1,3-dioxolan-2-yl)propyl]pyridine using carbon tetrabromide.
• To isomerize (Z)-nitro olefins to the (E)-isomers.
• To prepare polymer-bound ylides which are useful in Wittig reactions.
• To convert alcohols or carboxylic acids to the corresponding chlorides.
• In combination with carbon tetrachloride for the coupling N-alkoxycarbonyl α-amino acids and primary amines to form the corresponding amides.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles
Peer-Reviewed Papers
15

References

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