Selective and Effective Binding of Pillar[5,6]arenes toward Secondary Ammonium Salts with a Weakly Coordinating Counteranion

被引：96

作者：

Li, Chunju ^{[1
,2
]}

Shu, Xiaoyan ^{[1
]}

Li, Jian ^{[1
]}

Fan, Jiazeng ^{[1
]}

Chen, Zhenxia ^{[3
]}

Weng, Linhong ^{[3
]}

Jia, Xueshun ^{[1
]}

机构：

[1] Shanghai Univ, Dept Chem, Shanghai 200444, Peoples R China

[2] Fudan Univ, State Key Lab Mol Engn Polymers, Shanghai 200433, Peoples R China

[3] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 16期

基金：

中国国家自然科学基金;

关键词：

HOST-GUEST COMPLEXATION; BETA-CYCLODEXTRIN; MACROTRICYCLIC HOST; CUCURBITURIL; RECOGNITION; CHEMISTRY; ROTAXANES; POLYPSEUDOROTAXANE; CONSTRUCTION; MOLECULES;

D O I：

10.1021/ol301757q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The selective and effective binding of secondary ammoniums with a weakly coordinating tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BArF) counteranion by per-ethylated pillar[5,6]arenes is reported. The construction of a first pillararene-based self-sorting system consisting of two wheels and two axles is also described.

引用

页码：4126 / 4129

页数：4

共 61 条

[1] Water-soluble pentasulfonatocalix[5]arene: selective recognition of ditopic trimethylammonium cations by a triple non-covalent interaction [J].

Arena, G ;

Gentile, S ;

Gulino, FG ;

Sciotto, D ;

Sgarlata, C .

TETRAHEDRON LETTERS, 2004, 45 (38) :7091-7094

[2] DIALKYLAMMONIUM ION CROWN-ETHER COMPLEXES - THE FORERUNNERS OF A NEW FAMILY OF INTERLOCKED MOLECULES [J].

ASHTON, PR ;

CAMPBELL, PJ ;

CHRYSTAL, EJT ;

GLINK, PT ;

MENZER, S ;

PHILP, D ;

SPENCER, N ;

STODDART, JF ;

TASKER, PA ;

WILLIAMS, DJ .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (17) :1865-1869

[3] Synthesis, Structure, and Dynamic Properties of Hybrid Organic-Inorganic Rotaxanes [J].

Ballesteros, Beatriz ;

Faust, Thomas B. ;

Lee, Chin-Fa ;

Leigh, David A. ;

Muryn, Christopher A. ;

Pritchard, Robin G. ;

Schultz, David ;

Teat, Simon J. ;

Timco, Grigore A. ;

Winpenny, Richard E. P. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (43) :15435-15444

[4] A Facile and Efficient Preparation of Pillararenes and a Pillarquinone [J].

Cao, Derong ;

Kou, Yuhui ;

Liang, Jianquan ;

Chen, Zhizhao ;

Wang, Lingyun ;

Meier, Herbert .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (51) :9721-9723

[5] Novel triptycene-derived hosts: synthesis and their applications in supramolecular chemistry [J].

Chen, Chuan-Feng .

CHEMICAL COMMUNICATIONS, 2011, 47 (06) :1674-1688

[6] Cyclodextrin-based inclusion complexation bridging supramolecular chemistry and macromolecular self-assembly [J].

Chen, Guosong ;

Jiang, Ming .

CHEMICAL SOCIETY REVIEWS, 2011, 40 (05) :2254-2266

[7] Cyclodextrin-based bioactive supramolecular assemblies [J].

Chen, Yong ;

Liu, Yu .

CHEMICAL SOCIETY REVIEWS, 2010, 39 (02) :495-505

[8] Pillar[5]arenes: fascinating cyclophanes with a bright future [J].

Cragg, Peter J. ;

Sharma, Kushal .

CHEMICAL SOCIETY REVIEWS, 2012, 41 (02) :597-607

[9] endo-Cavity Complexation and Through-the-Annulus Threading of Large Calixarenes Induced by Very Loose Alkylammonium Ion Pairs [J].

Gaeta, Carmine ;

Troisi, Francesco ;

Neri, Placido .

ORGANIC LETTERS, 2010, 12 (09) :2092-2095

[10] Threading the Calix[5]arene Annulus [J].

Gattuso, Giuseppe ;

Notti, Anna ;

Parisi, Melchiorre F. ;

Pisagatti, Ilenia ;

Amato, Maria E. ;

Pappalardo, Andrea ;

Pappalardo, Sebastiano .

CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (08) :2381-2385

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