학술논문

Stabilization of Acenes: "Geländer"‐Pentacenes.
Document Type
Article
Source
Angewandte Chemie International Edition. 3/22/2024, Vol. 63 Issue 13, p1-5. 5p.
Subject
*DIELS-Alder reaction
*PENTACENE
*ACENES
*ANTHRACENE
Language
ISSN
1433-7851
Abstract
We report soluble tetrakis‐biphenylyl substituted pentacenes comprised of sp2 carbons and synthesized from pentacene‐5,7,12,14‐tetraone. Intramolecular Yamamoto coupling of two tetrakis(chlorobiphenylyl)pentacenes yields helical, doubly wrapped pentacenes, in which the quaterphenylene units solubilize the pentacenes and shield their central anthracene units to an unprecedented degree. The criss‐cross‐bridged pentacenes resist (photo)oxidation, Diels–Alder reactions and are much less reactive than TIPS‐ethynylated pentacene. Extension of this concept might provide access to the larger acenes. [ABSTRACT FROM AUTHOR]