Technologies
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WARF: P01419US

One-Step Synthesis of Diazaphosphacycles


INVENTORS -

Clark Landis, Wiechang Jin, Jonathan Owen, Thomas Clark

The Wisconsin Alumni Research Foundation (WARF) is seeking commercial partners interested in developing a relatively easy, one-step method of synthesizing a diazaphosphacycle.
OVERVIEWPhosphines have many commercial and industrial uses as attachments to rare earth metal catalysts, including specialized uses in asymmetric hydrogenation and other catalytic transformations. However, chiral phosphines, which are used in reactions such as asymmetric hydrogenation that yield only one enantiomer of a product, are difficult and expensive to produce, often requiring multi-step synthesis.
THE INVENTIONUW-Madison researchers have developed a relatively easy, one-step method of synthesizing a diazaphosphacycle. To generate a diazaphosphacycle, a phosphine is reacted with a diimine and one or more equivalents of an acid halide, a sulfonyl halide, a phosphoryl halide, or an acid anhydride, in the absence of oxygen. The phosphine has the formula R1-PH2, where R1 is a substituted or unsubstituted aryl, alkyl, alkenyl, cycloalkyl or ferrocenyl group.
APPLICATIONS
  • Allows generation of libraries of compounds for screening
  • Libraries of phosphine catalysts for hydrogenation and hydroformylation reactions should be useful to the pharmaceutical and chemical industries
KEY BENEFITS
  • Relatively easy one-step synthesis
STAGE OF DEVELOPMENTThe researchers have used this reaction to generate a number of variations of diazaphosphacycles, all of which have been thoroughly characterized chemically and are unique compositions of matter.
Contact Information
For current licensing status, please contact Mark Staudt at mstaudt@warf.org or 608-960-9845.
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