4.8 Article

Halogen-Bond-Templated [2+2] Photodimerization in the Solid State: Directed Synthesis and Rare Self-Inclusion of a Halogenated Product

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 10, Pages 3477-3480

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201510912

Keywords

dimerization; halocarbon compounds; halogen bonding; molecular recognition; self-assembly

Funding

  1. National Science Foundation [LRM DMR-1408834]
  2. Division Of Materials Research
  3. Direct For Mathematical & Physical Scien [1408834] Funding Source: National Science Foundation

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A ditopic halogen-bond acceptor organizes a diiodooctafluorostilbene for a [2+2] photodimerization reaction to take place between two stilbene molecules in the solid state. The resultant cyclobutane product is functionalized with halogen atoms and undergoes self-assembly to form a channel-type host-guest compound that exhibits a very rare form of self-inclusion.

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