Abstracts of Symposium on Physical Organic Chemistry
55th Symposium on Organic Reactions
Session ID : O16
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Difference of reactivities and features between hypervalent pentacoordinate phosphorus positional isomers
*Yohsuke YamamotoXindong JiangShiro MatsukawaKin-ya Akiba
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Abstract

Recently we succeeded in the synthesis of thermodynamically unstable anti-apicophilic pentacoordinate spirophosphorane with a Martin ligand to the corresponding O-apical stable isomer. But, the p-Me O-equatorial compound is easily isomerized. Therefore, we synthesized o-C6H5C(Li)(C2F5) 2OLi. The dilithiated compound was successfully used for synthesis of O-equatorial p-Me compound. Although the p-Me O-equatorial compound is stable at room temperature, it was isomerized to its stable isomer with O-apical arrangement upon heating. Kinetic measurements for the isomerization were carried out by 1H NMR to determine the activation parameters of the isomerization. Moreover, the synthesis of hexacoodinate phosphate bearing the ligand will be discussed.

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© 2005 by Symposium on Organic Reactions
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