Journal
CHEMICAL SCIENCE
Volume 6, Issue 1, Pages 197-202Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4sc02422b
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Funding
- NNSFC [21472122, 21272155, 21272147]
- Innovation Program of Shanghai Municipal Education Commission [13YZ010]
- Beijing National Laboratory for Molecular Sciences
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To design and exploit novel macrocyclic synthetic receptors is a permanent and challenging topic in supramolecular chemistry. Here we describe the one-pot synthesis, unique geometries and intriguing host-guest properties of a new class of supramolecular macrocycles - biphen[n]arenes (n - 3, 4), which are made up of 4,4'-biphenol or 4,4'-biphenol ether units linked by methylene bridges at the 3- and 3'-positions. The biphenarene macrocycles are conveniently accessible/modifiable and extremely guest-friendly. Particularly, biphen[4]arene is capable of forming inclusion complexes with not only organic cationic guests but also neutral pi-electron deficient molecules. Compared with calixarenes, resorcinarenes, cyclotriveratrylenes and pillararenes with substituted mono-benzene units, the biphen[n]arenes reported here possess significantly different characteristics in both their topologic structures and their recognition properties, and thus can find broad applications in supramolecular chemistry and other areas.
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