Mono- and Oligocyclic Aromatic Ynes and Diynes as Building Blocks to 
Approach Larger Acenes, Heteroacenes, and Twistacenes

Junbo Li; Qichun Zhang

doi:10.1055/s-0032-1318157

Synlett, Table of Contents

Synlett 2013; 24(6): 686-696
DOI: 10.1055/s-0032-1318157

account

Mono- and Oligocyclic Aromatic Ynes and Diynes as Building Blocks to Approach Larger Acenes, Heteroacenes, and Twistacenes

Junbo Li

School of Materials Science and Engineering, Nanyang Technological University, 50 Nanyang Ave, Singapore 639798, Singapore Fax: +6567909081 Email: qczhang@ntu.edu.sg

,

Qichun Zhang*

School of Materials Science and Engineering, Nanyang Technological University, 50 Nanyang Ave, Singapore 639798, Singapore Fax: +6567909081 Email: qczhang@ntu.edu.sg

› Author Affiliations

Abstract

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Abstract

Although larger acenes or heteroacenes are expected to exhibit smaller band gaps, which may provide better functionality in organic optoelectronics, their lower solubility and poor stability make their syntheses more challenging. In this account, we review our recent progress in constructing larger acenes, heteroacenes, and twistacenes using different mono- and oligocyclic aromatic ynes and diynes as building blocks.

1 Overview

2 Mono- and Oligocyclic Aromatic Ynes

2.1 Benzynes

2.2 Naphthalynes

2.3 Anthracynes

2.4 Tetracyne

3 Mono- and Oligocyclic Aromatic Diynes

3.1 One-Step Diyne Precursors

3.2 Step-by-Step Diyne Precursors

4 An Expansion Method To Approach Oligoacenes

5 Conclusion and Outlook

Key words

oligoacenes - twistacenes - heteroacenes - arynes - Diels–Alder reaction

Full Text

References

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