4.8 Article

Resorcinol-Templated Head-to-Head Photodimerization of a Thiophene in the Solid State and Unusual Edge-to-Face Stacking in a Discrete Hydrogen-Bonded Assembly

Journal

ORGANIC LETTERS
Volume 16, Issue 4, Pages 1052-1055

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol4035403

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Funding

  1. National Science Foundation [DMR-1104650]
  2. Division Of Materials Research
  3. Direct For Mathematical & Physical Scien [1104650] Funding Source: National Science Foundation

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A head-to-head photodimerization of a beta-substituted thiophene stacked face-to-face in the solid state using a ditopic hydrogen-bond-donor template is reported. The face-to-face stacking is attributed to contributions of intertemplate forces, which contrasts an assembly wherein the same thiophenes stack edge-to-face yet maintain a discrete hydrogen-bonded structure.

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