期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 25, 期 19, 页码 4899-4913出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201805206
关键词
artificial enzymes; homogeneous catalysis; nanostructures; self-assembly; supramolecular chemistry
资金
- Universita degli Studi di Salerno
The hexameric resorcinarene capsule reported by Atwood in 1997 is able to act as a supramolecular catalyst. Its inner cavity provides a unique environment, in which organic reactions can be efficiently catalyzed, thanks to the confinement effect of the substrates. In addition, different stereo- and regiochemical outcomes can be observed with respect to reactions in the bulk solvent. The hexameric capsule shows some catalytic features reminiscent of natural enzymes. In particular, highlights of the capsule discussed herein include 1) its ability to recognize the substrates (substrate selectivity), 2) the possibility of stabilizing the transition states and intermediates through secondary interactions, 3) an inherent Bronsted acidity, and 4) its ability to act as a hydrogen-bond catalyst. In addition, it is also shown how the catalytic activity of the hexameric capsule can be modulated in the presence of competitive alkylammonium guests, which show high affinities for its internal cavity. These aspects are discussed through a critical examination of data reported in the literature in recent years.
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