Molecular encapsulation

In supramolecular chemistry, molecular encapsulation is the confinement of a guest molecule inside the cavity of a supramolecular host molecule (molecular capsule, molecular container or cage compounds). Examples of supramolecular host molecule include carcerands and endohedral fullerenes.^[1]

Reactivity of guests

An important implication of encapsulation is that the guest behaves differently from the way it would when in solution. The guest molecule tends to be unreactive and often has distinctive spectroscopic signatures. Compounds normally highly unstable in solution, such as arynes or cycloheptatetraene, have been isolated at room temperature when molecularly encapsulated.

Examples

One of the first examples of encapsulating a structure at the molecular level was demonstrated by Donald Cram and coworkers;^[1] they were able to isolate highly unstable, antiaromatic cyclobutadiene at room temperature by encapsulating it within a hemicarcerand. Isolation of cyclobutadiene allowed chemists to experimentally confirm one of the most fundamental predictions of the rules of aromaticity.

In another example^[2] the cage consists of a

An application of encapsulation is controlling reactivity, spectroscopy, and structure. For instance, excited state reactivity of free 1-phenyl-3-tolyl-2-proponanone (abbreviated A-CO-B) yields products A-A, B-B, and AB, which result from decarbonylation followed by random recombination of radicals A• and B•. Whereas, the same substrate upon encapsulation reacts to yield the controlled recombination product A-B, and rearranged products (isomers of A-CO-B).[2]

Other applications:

• the encapsulation of filaments of a
  complex in polymer nanowires
  .

According to food chemist Udo Pollmer of the European Institute of Food and Nutrition Sciences in Munich, alcohol can be molecularly encapsulated in cyclodextrines, a sugar derivate. In this way, encapsuled in small capsules, the fluid can be handled as a powder. The cyclodextrines can absorb an estimated 60 percent of their own weight in alcohol.^[3] A US patent has been registered for the process as early as 1974.^[4]

See also

• Cryptophane

References