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2,2'-biphospholes : des ligands stéréodynamiques utilisables en catalyse asymétrique.

Abstract : The use of stereochemically dynamic ligands in asymmetric activation processes is recent and successful results have been obtained.
BIPHOS, a stereodynamic diphosphine, can be used in asymmetric allylic substitution, after spontaneous resolution by crystallization and complexation.
According to these results, we have investigated a general pathway for the synthesis of 2,2'-biphosphole ligands based on two-steps chirality control process.
The introduction of a chiral linker between the two phosphorus atoms resulted in a partial chirality control as three diastereoisomers are obtained among the six expected. In solution, these three diastereoisomers exist as an equilibrium mixture, the interconversion occurred by phosphorus-inversion inducing atropoinversion.
Taking advantage of this facile isomerization, we were able to accomplish the total chirality control over dynamic resolution by complexation. These complexes were isolated and asymmetric catalysis experiments were made.
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Submitted on : Tuesday, March 6, 2007 - 3:47:00 PM
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  • HAL Id : tel-00134590, version 1



Emmanuel Robé. 2,2'-biphospholes : des ligands stéréodynamiques utilisables en catalyse asymétrique.. Catalyse. Université Paul Sabatier - Toulouse III, 2006. Français. ⟨tel-00134590⟩



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