Synlett 2019; 30(02): 119-123
DOI: 10.1055/s-0037-1610301
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© Georg Thieme Verlag Stuttgart · New York

Multiple Diels–Alder Transformations in Linear π-Conjugated Systems

,
Institute of Chemistry, The Hebrew University of Jerusalem, Edmond J. Safra Campus, Jerusalem 91904, Israel   Email: ori.gidron@mail.huji.ac.il
› Author Affiliations
Research in our group is supported by Israel Science Foundation (1789/16), German-Israeli Foundation for Scientific Research and ­Development (GIF) (I-2473-302.5/2017), and the Ministry of Science and Technology (MOST)(3-13692).
Further Information

Publication History

Received: 27 August 2018

Accepted after revision: 17 September 2018

Publication Date:
09 October 2018 (eFirst)

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

 
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