Publication Date:
1996-01-26
Description:
Here, the synthesis of a bowl-shaped molecule is described and evidence of its reversible dimerization by means of hydrogen bonds is presented. The dimer features a flattened spherical cavity of peculiar symmetry and acts as a host for the encapsulation of guest molecules of complementary shape. Encapsulation of aromatic guests in chloroform solution and of cyclohexane in p-xylene solution was demonstrated by nuclear magnetic resonance experiments. The passage of guests into and out of the cavity is slow and occurs on a time scale of hours. The system was used to explore the effects of size, shape, and solvation on molecular recognition coupled with assembly.〈br /〉〈span class="detail_caption"〉Notes: 〈/span〉Grotzfeld, R M -- Branda, N -- Rebek, J Jr -- New York, N.Y. -- Science. 1996 Jan 26;271(5248):487-9.〈br /〉〈span class="detail_caption"〉Author address: 〈/span〉Department of Chemistry, Massachusetts Institute of Technology, Cambridge 02139, USA.〈br /〉〈span class="detail_caption"〉Record origin:〈/span〉 〈a href="http://www.ncbi.nlm.nih.gov/pubmed/8560261" target="_blank"〉PubMed〈/a〉
Keywords:
Chloroform/chemistry
;
Cyclohexanes/chemistry
;
Hydrogen Bonding
;
Imidazoles/*chemical synthesis/chemistry
;
Magnetic Resonance Spectroscopy
;
Molecular Conformation
;
Polymers/*chemical synthesis/chemistry
;
Xylenes/chemistry
Print ISSN:
0036-8075
Electronic ISSN:
1095-9203
Topics:
Biology
,
Chemistry and Pharmacology
,
Computer Science
,
Medicine
,
Natural Sciences in General
,
Physics
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