Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 4, Pages 1407-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja807113m
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Funding
- NSF
- University of Illinois
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [0748281] Funding Source: National Science Foundation
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We report a method to estimate the restoring force of a constrained small molecule and relate changes in its reactivity to this force. Restoring force is a size-invariant measure of molecular strain and offers a conceptual framework to bridge studies of macromolecular reactions by force spectroscopies with those of strained small molecules. We illustrate our method by showing that E stiff stilbene (1, 1'-Delta-biindan) with up to 700 pN of force along its C6,C6' axis is accessible by photoisomerization. It reverts thermally to the Z isomer with tau(1/2) similar to 100 ms, probably tong enough to be useful for microscale actuation. The quantum yield of photoisomerization and the activation barrier of thermal isomerization of constrained stiff stilbene increase sharply as the restoring force decreases.
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