ORGN 333 |
Solid supported triphenylphosphine in synthetic organic transformations
| Paul A Boguszewski1, Andrew F Coffey1, John W Davies1, Alasdair A MacDonald2, Aubrey J Mendonca3, and Frank P Warner1. (1) Polymer Laboratories Ltd, Essex Road, Church Stretton, Shropshire, SY6 6AX, United Kingdom, (2) Polymer Laboratorie Inc, Amherst Fields Research Park, 160 Old Farm Road, Amherst, MA 01002, (3) Polymer Laboratories Inc, Amherst Fields Research Park, 160 Old Farm Road, Amherst, MA 01002 |
The formation of carbon-carbon bonds is perhaps one of the most useful reactions employed in synthetic organic chemistry. Named reactions such as Heck, Hiyama, Kumada, Sonogashira, Stille, Suzuki and Wittig all result in carbon-carbon bonds which can rely on triphenylphosphine (TPP) or triphenylphosphine supported-species (palladium, nickel, rhodium etc). Other useful TPP reactions include electrophilic activation such as Mitsunobu for ether formation or halogenations of acids and alcohols.Here we present data generated by using TPP directly bound to a co-polymerized resin support, PL-TPP. By using PL-TPP, subsequent work-up and purification eg removal of catalyst bound to TPP, excess TPP or triphenylphosphine oxide by-product, is facilitated by simple filtration and washing. Additionally, this aids in the use of PL-TPP for automated synthesis and purification of libraries of compounds. |
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Physical Organic, Combinatorial, Materials, Molecular Recognition
8:00 PM-10:00 PM, Tuesday, March 30, 2004 Anaheim Convention Center -- Hall A, Poster
Division of Organic Chemistry
The 227th ACS National Meeting, Anaheim, CA, March 28-April 1, 2004
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