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Tris(perfluoroalkyl)silyl Entities as Unexpectedly Potent Tags for the Noncovalent Immobilization of Catalysts by Fluorous–Fluorous Interactions: Application to the Synthesis of Several Perfluoro‐Tagged Ligands
Author(s) -
Andrushko Vasyl,
Schwinn Dominik,
Tzschucke Carl Christoph,
Michalek Florian,
Horn Joachim,
Mössner Christian,
Bannwarth Willi
Publication year - 2005
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200590087
Subject(s) - chemistry , silylation , catalysis , tris , combinatorial chemistry , non covalent interactions , organic chemistry , molecule , hydrogen bond , biochemistry
Unexpectedly high retention times were obtained in HPLC investigations for compounds equipped with (C 8 F 17 CH 2 CH 2 ) 3 Si tags on C 8 F 17 ‐modified silica gel ( Fig. 4 ). Hence, these tags have a high potential for the noncovalent immobilization of catalysts to be applied in organic solvents, allowing for an easy separation and re‐use of the catalyst by filtration and reapplication. The tris(perfluoroalkyl)silyl tag could be incorporated in a straightforward manner into ligands as demonstrated by the synthesis of several prominent classes of ligands ( Schemes 4– 6 ).