4.8 Article

Arylene Imine Macrocycles of C3h and C3 Symmetry from Reductive Imination of Nitroformylarenes

Journal

ORGANIC LETTERS
Volume 10, Issue 23, Pages 5405-5408

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol802302x

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Funding

  1. University of Vermont
  2. Vermont EPSCoR [EPS 0236976]
  3. NSF [CHE 0719231]
  4. NIH National Center for Research [P41RR0954]
  5. Direct For Mathematical & Physical Scien
  6. Division Of Chemistry [1048365] Funding Source: National Science Foundation

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Novel C-3-symmetric phenylene imine macrocycles have been synthesized by reductive imination of single nitroformylarenes. Pore size and geometric shape are dictated by the distance between and orientation of the nitro and aldehyde moieties in the precursor backbone. This reaction is facile, requires no purification of the products, and is environmentally friendly.

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