March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 7th Edition (2013)
Part I. Introduction
Chapter 3. Bonding Weaker Than Covalent
3.E. Cucurbit[n]uril-Based Gyroscane
A new molecule known as gyroscane has been prepared, and proposed as a new supramolecular form.221 The class of compounds known as cucurbit[n]urils, abbreviated Qn (40),222 are condensation products of glycoluril and formaldehyde. These macrocycles can act as molecular hosts. The new “supramolecular form is one in which a smaller macrocycle (Q5) is located inside a larger macrocycle (Q10), with facile rotation of one relative to the other in solution (see 41).221 The image of a ring rotating independently inside another ring, which resembles a gyroscope, suggests the name gyroscane for this new class of supramolecular system.”222
[Reprinted with permission from Day, A.I, Blanch, R.J.; Arnold, A.P.; Lorenzo, S.; Lewis, G.R.; Dance, I. Angew Chem. Int. Ed. 2002, 41, 275, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. Copyright © 2002 by Wiley-VCH Verlag.]
Notes
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