Host-guest chemistry of self-assembling supramolecular capsules in the gas phase

被引:23
作者
Weimann, Dominik P. [1 ]
Schalley, Christoph A. [1 ]
机构
[1] Free Univ Berlin, Inst Chem & Biochem, D-14195 Berlin, Germany
关键词
calixarene; mass spectrometry; gas-phase chemistry; hydrogen-bonded capsules; hexameric capsules;
D O I
10.1080/10610270701771800
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Supramolecular capsules composed of two or more self-complementary monomers held together by hydrogen bonds and other weak interactions such as cation-pi and C-H-pi interactions are able to encapsulate neutral as well as positively charged guests. This mini review will highlight work on transferring such non-covalently bound aggregates to the gas phase by soft ionisation methods, such as electrospray ionisation, and investigating structure and encapsulation properties under solvent-free conditions. These analyses reveal exact information about complex stoichiometry as well as about structure and stability of capsules composed of multiple building blocks. The review is organised such that each type of capsule introduced contributes a new aspect to the overall picture.
引用
收藏
页码:117 / 128
页数:12
相关论文
共 53 条
[1]  
[Anonymous], ANGEW CHEM
[2]  
[Anonymous], 2006, ANGEW CHEM, V118, P5339
[3]   Self-recognition, structure, stability, and guest affinity of pyrogallol[4]arene and resorcin[4]arene capsules in solution [J].
Avram, L ;
Cohen, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (37) :11556-11563
[4]   Hexameric capsules of lipophilic pyrogallolarene and resorcinarene in solutions as probed by diffusion NMR: One hydroxyl makes the difference [J].
Avram, L ;
Cohen, Y .
ORGANIC LETTERS, 2003, 5 (18) :3329-3332
[5]   Spontaneous formation of hexameric resorcinarene capsule in chloroform solution as detected by diffusion NMR [J].
Avram, L ;
Cohen, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (51) :15148-15149
[6]   Mass spectrometric studies of non-covalent compounds: why supramolecular chemistry in the gas phase? [J].
Baytekin, Bilge ;
Baytekin, H. Tarik ;
Schalley, Christoph A. .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2006, 4 (15) :2825-2841
[7]   Flying capsules:: Mass spectrometric detection of pyrogallarene and resorcinarene hexamers [J].
Beyeh, Ngong K. ;
Kogej, Michael ;
hman, Antti ;
Rissanen, Kari ;
Schalley, Christoph A. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (31) :5214-5218
[8]  
Brody MS, 1999, ANGEW CHEM INT EDIT, V38, P1640, DOI 10.1002/(SICI)1521-3773(19990601)38:11<1640::AID-ANIE1640>3.0.CO
[9]  
2-Y
[10]  
BRODY MS, 1999, ANGEW CHEM, V111, P1738