Acceleration of a Diels–Alder reaction by a self-assembled molecular capsule

Jongmin Kang and Julius Rebek
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Jongmin Kang: Massachusetts Institute of Technology
Julius Rebek: Massachusetts Institute of Technology

Nature, 1997, vol. 385, issue 6611, 50-52

Abstract: Abstract THE interior of cage-like molecules can be considered to provide a new phase of matter1,2, in which it becomes possible to stabilize reactive intermediates3 and to observe new forms of stereoisomerism4. Cage-like molecular complexes that self-assemble through weak intermolecular forces are dynamic species5,6, encapsulating guest molecules reversibly. They can persist over timescales ranging from microseconds to hours, long enough for chemical processes to take place within them. Here we report the acceleration of a Diels–Alder reaction by encapsulation of the reac-tants in a self-assembling molecular capsule7,8. Although product inhibition (lack of dissociation) prevents the system from showing true catalytic behaviour, there is clear evidence for a rate increase of over two orders of magnitude owing to the effective enhancement of concentration inside the capsule.

Date: 1997
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DOI: 10.1038/385050a0

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