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Novel Ligands for the Separation of Trivalent Lanthanides and Actinides – Tetrakis(phosphane sulfide) and ‐(phosphinic acid) Cavitands
Author(s) -
Boerrigter Harold,
Tomasberger Tanja,
Verboom Willem,
Reinhoudt David N.
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199903)1999:3<665::aid-ejoc665>3.0.co;2-f
Subject(s) - chemistry , cavitand , sulfide , picrate , lanthanide , ligand (biochemistry) , oxide , inorganic chemistry , actinide , combinatorial chemistry , medicinal chemistry , organic chemistry , ion , supramolecular chemistry , molecule , biochemistry , receptor
Cavitands with phosphane sulfide moieties 4 and 8a , b were prepared in good yields from their phosphane oxide analogues, as more stable alternatives for the dithiophosphinic acids used at present. The cavitands 7a and 7b with flexible butoxyphosphane oxide ligating sites are more efficient than cavitand 3 having rigid methylphosphane oxide groups as was studied with Eu III picrate extractions. Due to the absence of an ionic functionality in the phosphane sulfides 4 and 8a , b Am III and Eu III are not extracted, not even in the presence of synergents (e.g. TBP , TOPO , HDNNS ). Cavitand 10 with phosphinic acid groups efficiently extracts Eu III in 1:1 or 2:1 complexes, depending on the metal‐to‐ligand concentration ratio (extraction constants K ex 1 = 3.9·10 –5 M 2 and K ex 2 = 1.9·10 2 M , respectively). Furthermore, in the case of 10 Eu III is preferentially extracted over Am III with a separation factor S Eu/Am up to 5.