S,N-Heteropentacenes – Syntheses of Electron-Rich Anellated Pentacycles

Bibliographic Details
Title: S,N-Heteropentacenes – Syntheses of Electron-Rich Anellated Pentacycles
Authors: Henning R. V. Berens, Thomas J. J. Müller
Source: Organic Materials, Vol 03, Iss 02, Pp 155-167 (2021)
Publisher Information: Georg Thieme Verlag, 2021.
Publication Year: 2021
Collection: LCC:Chemistry
Subject Terms: heteroacenes, cross-coupling, condensations, cyclizations, modular syntheses, optoelectronics, energy conversion, materials, Chemistry, QD1-999
More Details: Abstract This review summarizes syntheses of S,N-heteropentacenes, i.e. electron-rich sulfur and nitrogen-embedding pentacycles, and briefly highlights selected applications in molecular electronics. Depending on the anellation mode and the number of incorporated heteroatoms, electron density can be raised by increasing nitrogen incorporation and polarizability is manifested by the sulfur content. In comparison to triacene analogues, the conjugation pathways of S,N-heteropentacenes are increased and the favorable acene-typical crystallization behavior allows for diverse application in organic electronics. Furthermore, substitution patterns allow fine-tuning the electronic properties, extending the π-systems, and supplying structural elements for further application. 1 Introduction 2 Thiophene-Centered S,N-Heteropentacenes 2.1 Dipyrrolo-Fused Thiophenes 2.2 Diindolo-Fused Thiophenes 3 Pyrrole-Centered S,N-Heteropentacenes 3.1 Dithieno-Fused Pyrroles 3.2 Bis[1]benzothieno-Fused Pyrrole 4 Fused 1,4-Thiazines 4.1 Dinaphtho-Fused 1,4-Thiazines 4.2 Bis[1]benzothieno-Fused 1,4-Thiazines 5 Conclusions and Outlook
Document Type: article
File Description: electronic resource
Language: English
ISSN: 2625-1825
Relation: https://doaj.org/toc/2625-1825
DOI: 10.1055/s-0041-1726450
Access URL: https://doaj.org/article/727c61ec7b024ae3bbd1ec794f4407af
Accession Number: edsdoj.727c61ec7b024ae3bbd1ec794f4407af
Database: Directory of Open Access Journals
More Details
ISSN:26251825
DOI:10.1055/s-0041-1726450
Published in:Organic Materials
Language:English