4.8 Article

Synthesis, Reactivity, and Electronic Properties of 6,6-Dicyanofulvenes

Journal

ORGANIC LETTERS
Volume 12, Issue 22, Pages 5302-5305

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol102384k

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Funding

  1. Chesonis Family Foundation
  2. MIT Institute for Solider Nanotechnologies
  3. Air Force Office of Scientific Research
  4. Division Of Chemistry
  5. Direct For Mathematical & Physical Scien [946721] Funding Source: National Science Foundation

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A series of 6,6-dicyanofulvene derivatives are synthesized starting from masked, dimeric, or monomeric cyclopentadienones. The reactivities of 6,6-dicyanofulvenes relative to their parent cyclopentadienones are discussed. 6,6-Dicyanofulvenes are capable of undergoing two consecutive, reversible, one-electron reductions and are presented as potential n-type small molecules.

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