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Chemistry
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Supramolecular Chemistry
October 2007
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Introduction 1
Supramolecular chemistry 2
So what is it? 2
Potential uses of supramolecules 5
Key words for searching the internet 5
Introduction
Supramolecular chemistry is a relatively new but rich area of chemistry that has developed
since the late 1960s: it was recognised as being of great importance when a Nobel Prize for
chemistry was awarded to Donald Cram, Charles Pedersen and Jean-Marie Lehn in 1987 for
their ground-breaking developments in this area of science.
So what is it?
It has numerous broad definitions ranging from the ‘chemistry of molecular assemblies and the
intermolecular bond’ to the more brief ‘the chemistry of the non-covalent bond’ and
‘nonmolecular chemistry’. These all mean the same thing as they describe the study of the
building of large ‘supramolecules’ through the formation of non-covalent bonds between
molecules.
In the simplest case this supramolecular chemistry is complexation (like we see with transition
metals and ligands) between a host molecule (usually quite big) and a guest (smaller): this is
called host-guest chemistry. For example, common hosts are large cyclic molecules
(macrocycles) with a sizeable hole in the middle. Common guests can be anions, cations or
small neutral molecules. For complexation to occur the host and the guest must interact
through a non-covalent bond.
Figure 1 — This is a picture generated from crystal structure data reported by Wade A.
Freeman in Acta Crystallographica Section B: Structural Science, year 1984, pages 382-387. It
shows a p-xylylenediammonium (the guest) bound within a cucurbit[6]uril (the host)
The inspiration for this type of work came from biology and enzyme chemistry where
molecules are brought into the active site, using the lock and key concept, of complicated
proteins. Once inside the active site some reaction happens within the guest — normally a
reaction that couldn’t occur without the presence of the enzyme or host. It was for synthetic,
man-made versions of this type of host-guest chemistry that the Noble prize was awarded. The
degree of efficiency, sophistication and specificivity provided by nature has yet to be
matched, but great strides are being made.
Figure 2 — This is a picture generated from a crystal structure reported by Julius Rebek, Jr.
and coworkers in Chemistry-A European Journal, 1996, 2, 989-991. It shows a dimeric
molecular assembly that contains a single nitrogen molecule (in grey)
Figure 3 — This is a picture generated from a crystal structure data reported by Kenneth E.
Maly, Eric Gagnon, Thierry Maris, and James D. Wuest in the Journal of the American
Chemical Society 2007, volume 129, pages 4306-4322. It shows a portion of a crystal structure
in which the molecules have been engineered to assemble into sheets by hydrogen-bonding
with six of their neighbors. Hydrogen bonds are red
The macrocycle can shuttle between the two ends when an external influence (pH, potential
difference) is applied. The position of the macrocycle changes the properties of the molecule.
These molecules have been developed as logic switches in molecular electronics.