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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 148, 1999 - Issue 1
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Original Articles

REACTION OF COMPOUNDS WITH A H-P BOND WITH SCHIFF-BASES

Jian Rohovec Department of Inorganic Chemistry, Charles University, Hlavova 2030, 128 40, Prague 2, Czech Republic
,
Pavel Vojtíšek Department of Inorganic Chemistry, Charles University, Hlavova 2030, 128 40, Prague 2, Czech Republic
&
Ivan Lukeš Department of Inorganic Chemistry, Charles University, Hlavova 2030, 128 40, Prague 2, Czech Republic
Pages 79-95 | Received 03 Nov 1998, Published online: 24 Sep 2006
 
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Abstract

Addition of compounds with a P-H bond to Schiff bases of both simple and macrocyclic compounds proceeds smoothly as a non catalysed thermally initialised reaction in an inert solvent. For macrocyclic systems and bulky phosphorus substituents a stereoselective formation of the trans isomer was confirmed by X ray analysis. The addition is reversible, and the reverse reaction is catalysed by Lewis acids. The trans orientation of phosphorus substituents on the macrocycle ring, the stereochemical rigidity of molecules and reversibility of the addition limit the use of the compounds formed in such manner as ligands.

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