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Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
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Dynamic combinatorial donor-acceptor catenanes in water: access to unconventional and unexpected structures

Ho Yu Au-Yeung1, G Dan Pantoş, Jeremy K M Sanders

  • 1University Chemical Laboratory, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK.

The Journal of Organic Chemistry
|February 10, 2011
PubMed

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Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.
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The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable, the...
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