Ion pair driven self-assembly of a flexible bis-zwitterion in polar solution:: Formation of discrete nanometer-sized cyclic dimers

被引:51
作者
Schmuck, C
Rehm, T
Gröhn, F
Klein, K
Reinhold, F
机构
[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
[2] Max Planck Inst Polymer Res, D-55128 Mainz, Germany
关键词
D O I
10.1021/ja056465c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The self-complementary flexible bis-zwitterion 1 forms discrete nanometer-sized cyclic dimers via ion pair driven self-assembly even in polar solvents. The existence of such dimers was confirmed by DOSY NMR, FAB-MS, and scattering experiments (DLS, SANS) which all indicate the concentration-dependent formation of cyclic dimers with a hydrodynamic radius of rH ≈ 2.5 nm in solution. Copyright © 2006 American Chemical Society.
引用
收藏
页码:1430 / 1431
页数:2
相关论文
共 37 条
[1]   Aqueous supramolecular polymer formed from an amphiphilic perylene derivative [J].
Arnaud, A ;
Belleney, J ;
Boué, F ;
Bouteiller, L ;
Carrot, G ;
Wintgens, W .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (13) :1718-1721
[2]   Molecule-mimetic chemistry and mesoscale self-assembly [J].
Bowden, NB ;
Weck, M ;
Choi, IS ;
Whitesides, GM .
ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (03) :231-238
[3]   Supramolecular polymers [J].
Brunsveld, L ;
Folmer, BJB ;
Meijer, EW ;
Sijbesma, RP .
CHEMICAL REVIEWS, 2001, 101 (12) :4071-4097
[4]   Supermolecules by design [J].
Caulder, DL ;
Raymond, KN .
ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (11) :975-982
[5]   Diffusion NMR spectroscopy in supramolecular and combinatorial chemistry: An old parameter - New insights [J].
Cohen, Y ;
Avram, L ;
Frish, L .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (04) :520-554
[6]  
Connors K. A, 1987, BINDING CONSTANTS ME
[7]   Guest encapsulation and self-assembly of molecular capsules in polar solvents via multiple ionic interactions [J].
Corbellini, F ;
Fiammengo, R ;
Timmerman, P ;
Crego-Calama, M ;
Versluis, K ;
Heck, AJR ;
Luyten, I ;
Reinhoudt, DN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (23) :6569-6575
[8]   Supramolecular arrays based on dimetal building units [J].
Cotton, FA ;
Lin, C ;
Murillo, CA .
ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (10) :759-771
[9]   Highly stable cage-like complexes by self-assembly of tetracationic Zn(II) porphyrinates and tetrasulfonatocalix[4]arenes in polar solvents [J].
Fiammengo, R ;
Timmerman, P ;
de Jong, F ;
Reinhoudt, DN .
CHEMICAL COMMUNICATIONS, 2000, (23) :2313-2314
[10]   Metal-directed self-assembly of two- and three-dimensional synthetic receptors [J].
Fujita, M .
CHEMICAL SOCIETY REVIEWS, 1998, 27 (06) :417-425