SHI, Q., K.-E. BERGQUIST, R. HUO, J. LI, M. LUND, Robert VÁCHA, A. SUNDIN, E. BUTKUS, E. ORENTAS and K. WÄRNMARK. Composition- and Size-Controlled Cyclic Self-Assembly by Solvent- and C60-Responsive Self-Sorting. J AM CHEM SOC. Washington: American Chemical Society, 2013, vol. 135, No 40, p. 15263-15268. ISSN 0002-7863. Available from: https://dx.doi.org/10.1021/ja408582w.
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Basic information
Original name Composition- and Size-Controlled Cyclic Self-Assembly by Solvent- and C60-Responsive Self-Sorting
Authors SHI, Q. (752 Sweden), K.-E. BERGQUIST (752 Sweden), R. HUO (156 China), J. LI (156 China), M. LUND (752 Sweden), Robert VÁCHA (203 Czech Republic, guarantor, belonging to the institution), A. SUNDIN (752 Sweden), E. BUTKUS (440 Lithuania), E. ORENTAS (440 Lithuania) and K. WÄRNMARK (752 Sweden).
Edition J AM CHEM SOC, Washington, American Chemical Society, 2013, 0002-7863.
Other information
Original language English
Type of outcome Article in a journal
Field of Study 10600 1.6 Biological sciences
Country of publisher United States of America
Confidentiality degree is not subject to a state or trade secret
WWW URL
Impact factor Impact factor: 11.444
RIV identification code RIV/00216224:14740/13:00069887
Organization unit Central European Institute of Technology
Doi http://dx.doi.org/10.1021/ja408582w
UT WoS 000326356400053
Keywords in English SUPRAMOLECULAR CHEMISTRY; NONCOVALENT SYNTHESIS; FULLERENES; ACID; CUCURBITURIL; RECOGNITION; SYSTEMS; HOSTS; CYCLODEXTRIN; COMPLEXATION
Tags rivok
Tags International impact, Reviewed
Changed by Changed by: Olga Křížová, učo 56639. Changed: 25/4/2014 16:55.
Abstract
Synthesis, solvent-, and guest-controlled self-assembly, and self-sorting of new hydrogen-bonded chiral cavity receptors are reported. The design of the cavity is based on the cyclic self-aggregation of monomers containing the 4H-bonding ureidopyrimidinone motif fused with the bicylo[3.3.1]nonane framework. Selective formation of kinetically inert cyclic tetramers is observed in chloroform, while in toluene an equilibrium between tetrameric and pentameric forms exists. The high affinity of the tetrameric aggregates toward C-60 and C-70 is observed in aromatic solvents. The host guest interaction of unconventional pi-acidic supramolecular receptors for fullerenes is turned off and on by changing the solvent, whereas the selection of size and the very composition of the cavity aggregate is controlled by either the change of solvent or the addition of fullerene guest, making our systems a new type of self-sorting device.
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