Selective synthesis of two constitutionally isomeric oriented calix[6]arene-based rotaxanes

被引:84
|
作者
Arduini, A [1 ]
Ciesa, F [1 ]
Fragassi, M [1 ]
Pochini, A [1 ]
Secchi, A [1 ]
机构
[1] Univ Parma, Dipartimento Chim Organ & Ind, I-43100 Parma, Italy
关键词
calixarenes; rotaxanes; self-assembly; solvent effects; supramolecular chemistry;
D O I
10.1002/anie.200461336
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Only in apolar media is the calix[6]arene wheel threaded from its upper rim by asymmetric bipyridinium axles. This leads to the formation of oriented pseudorotaxanes. Their stoppering with a different stopper yields rotaxanes characterized by the unequivocal orientation of the wheel rims with respect to the two different stoppers (see picture, R1= CHPh2/CHCy2, R2= CHCy2/CHPh2, Cy = cyclohexyl, Ts = toluene-4-sulfonyl).
引用
收藏
页码:278 / 281
页数:4
相关论文
共 50 条
  • [1] Synthesis and Characterization of Constitutionally Isomeric Oriented Calix[6]arene-Based Rotaxanes
    Zanichelli, Valeria
    Ragazzon, Giulio
    Arduini, Arturo
    Credi, Alberto
    Franchi, Paola
    Orlandini, Guido
    Venturi, Margherita
    Lucarini, Marco
    Secchi, Andrea
    Silvi, Serena
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (05) : 1033 - 1042
  • [2] Selective access to constitutionally identical, orientationally isomeric calix[6]arene-based [3]rotaxanes by an active template approach
    Bazzoni, Margherita
    Andreoni, Leonardo
    Silvi, Serena
    Credi, Alberto
    Cera, Gianpiero
    Secchi, Andrea
    Arduini, Arturo
    CHEMICAL SCIENCE, 2021, 12 (18) : 6419 - 6428
  • [3] Redox-Switchable Calix[6]arene-Based Isomeric Rotaxanes
    Zanichelli, Valeria
    Bazzoni, Margherita
    Arduini, Arturo
    Franchi, Paola
    Lucarini, Marco
    Ragazzon, Giulio
    Secchi, Andrea
    Silvi, Serena
    CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (47) : 12370 - 12382
  • [4] Efficient active-template synthesis of calix[6] arene-based oriented pseudorotaxanes and rotaxanes
    Zanichelli, Valeria
    Ragazzon, Giulio
    Orlandini, Guido
    Venturi, Margherita
    Credi, Alberto
    Silvi, Serena
    Arduini, Arturo
    Secchi, Andrea
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (32) : 6753 - 6763
  • [5] New Geometries for Calix[6]arene-Based Rotaxanes
    Bazzoni, Margherita
    Zanichelli, Valeria
    Casimiro, Lorenzo
    Massera, Chiara
    Credi, Alberto
    Secchi, Andrea
    Silvi, Serena
    Arduini, Arturo
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 2019 (21) : 3513 - 3524
  • [6] Calix[6]arene-based atropoisomeric pseudo[2]rotaxanes
    Gaeta, Carmine
    Talotta, Carmen
    Neri, Placido
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2018, 14 : 2112 - 2124
  • [7] Calix[6]arene-Based [3]Rotaxanes as Prototypes for the Template Synthesis of Molecular Capsules
    Cester Bonati, Federica
    Bazzoni, Margherita
    Baccini, Caterina
    Zanichelli, Valeria
    Orlandini, Guido
    Arduini, Arturo
    Cera, Gianpiero
    Secchi, Andrea
    MOLECULES, 2023, 28 (02):
  • [8] Communication between Components in Metal-Directed Assemblies of Oriented Calix[6]arene-Based Pseudorotaxanes and Rotaxanes
    Arduini, Arturo
    Bussolati, Rocco
    Masseroni, Daniele
    Royal, Guy
    Secchi, Andrea
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2012 (05) : 1033 - 1038
  • [9] Helic[6]arene-Based Chiral Pseudo[1]rotaxanes and [1]Rotaxanes
    Du, Xu-Sheng
    Han, Ying
    Chen, Chuan-Feng
    CHEMISTRY-A EUROPEAN JOURNAL, 2022, 28 (03)
  • [10] A selective calix[6]arene-based fluorescent chemosensor for phosphatidylcholine type lipids
    Brunetti, Emilio
    Moerkerke, Steven
    Wouters, Johan
    Bartik, Kristin
    Jabin, Ivan
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (43) : 10201 - 10207