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

被引:27
作者
Andrushko, V [1 ]
Schwinn, D [1 ]
Tzschucke, CC [1 ]
Michalek, F [1 ]
Horn, J [1 ]
Mössner, C [1 ]
Bannwarth, W [1 ]
机构
[1] Univ Freiburg, Inst Organ Chem & Biochem, D-79104 Freiburg, Germany
关键词
D O I
10.1002/hlca.200590087
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Unexpectedly high retention times were obtained in HPLC investigations for compounds equipped with (C8F17CH2CH2)(3)Si tags on C8F17-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 reuse 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).
引用
收藏
页码:936 / 949
页数:14
相关论文
共 55 条
[1]  
[Anonymous], 2002, ANGEW CHEM
[2]  
[Anonymous], 2000, ANGEW CHEM, DOI [10.1002/1521-3757(20001117)112:22lt
[3]  
4293::AID-ANGE4293gt
[4]  
3.0.CO
[5]  
2-N, DOI 10.1002/1521-3757(20001117)112:22LT
[6]  
4293::AID-ANGE4293GT
[7]  
3.0.CO
[8]  
2-N]
[9]  
Armstrong SK, 1998, J CHEM SOC PERK T 1, P371
[10]   Noncovalent attachment of nucleotides by fluorous fluorous interactions: Application to a simple purification principle for synthetic DNA fragments [J].
Beller, C ;
Bannwarth, W .
HELVETICA CHIMICA ACTA, 2005, 88 (01) :171-179