Tetrahedron p. 7477 - 7488 (1991)
Update date:2022-08-16
Topics:
Landini, Dario
Maia, Angelamaria
Corda, Luciana
Maccioni, Antonio
Podda, Gianni
The catalytic activity of cyclophosphazenic polypodands 1a-c was evaluated in typical reactions performed under solid-liquid (SL) and liquid-liquid (LL) phase-transfer catalysis (PTC) conditions. Such activity is largely determined by the complexation extent of 1a-c which is in turn related to the number of binding sites of the ligand (1a<1b≤1c) and to the nature of the inorganic salt M+Y- (Na+>K+2>Rb+ and SCN- I-> Br-). Also the presence of water was found to play an important role. Comparison with open-chainanalogues PEG 2 and TRIDENT 3 showed that polypodands 1a-c due to their excellent stability simplicity of preparation and high complexing ability can be considered promising phase transfer catalysts especially under SL-PTC conditions. Cyclophosphazenic polypodands are efficient catalysts in anion promoted reactions (e.g. nucleophilic substitution, alkylation, reduction, oxidation reactions) under SL and LL-PTC conditions. Catalytic activity is mainly related to their complexation capability.
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