Abstract
Direct addition of tetracyanoethylene to W-(p-hexylphenyl)dithieno[3,2-b: 2́,3́-d]pyrrole yields not only the aromatic mono- and bis-tricyanovinyl-substituted products but also a quinoidal product with dicyanomethylene groups. The analogous reaction with dithieno[3,2-b:2́, 3́-d]thiophene yields exclusively the aromatic mono-tricyanovinyl product. The aromatic and quinoidal products possess red-shifted absorptions, increased electron affinities, and favorable π stacking motifs in comparison to the unsubstituted oligomers.
Original language | English (US) |
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Pages (from-to) | 1553-1556 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 10 |
Issue number | 8 |
DOIs | |
State | Published - Apr 17 2008 |