Abstract
π-Conjugated molecules are the active materials in organic electronics, yet the range
of available materials is limited by the nontrivial, multistep synthetic process required
to obtain long π-conjugated backbones. Here, Diels–Alder cycloaddition and its reactivity
and selectivity are evaluated as a means for obtaining long, novel, π-conjugated backbones.
Particular attention is paid to the Diels–Alder conjugation products of furans, such
as selectively substituted arenes and, potentially, carbon nanoribbons.
1 Introduction
2 Aromatic Transformations by Diels–Alder Cycloaddition
3 The Question of Regioselectivity
4 Outlook
Key words
Diels–Alder cycloaddition - π-conjugated systems - cross-coupling - oligofurans