ORGN 62 |
| Primary phosphines are compounds with a wide range of potential applications; however in contrast to their nitrogen counterparts, their reputation as being spontaneously flammable, toxic, highly air-sensitive materials precludes their common use. In contrast to this, we have discovered a class of novel chiral primary phosphines (I and II), based on the MOP ligand skeleton, which demonstrate a remarkable degree of air-stability. Our structure-reactivity investigation, including the first optically pure, chiral primary phosphine crystal structure, suggests this is attributable to neither sterics nor negative hyperconjugation (both proposed as stabilising factors for certain achiral cases). The findings of our study will be discussed as will some coordination chemistry. The ease of handling of I and II has allowed us to use them as chiral ligand precursors, and a number of asymmetric phosphine derivatives will be presented. Their application in catalytic asymmetric transformations will be demonstrated.
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Asymmetric Reactions and Syntheses
1:00 PM-5:00 PM, Sunday, 26 March 2006 Georgia World Congress Center -- C302, Oral
Division of Organic Chemistry |
