Issue 4, 2015

Synthesis of monolateral and bilateral sulfur-heterocycle fused naphthalene diimides (NDIs) from monobromo and dibromo NDIs

Abstract

Monolateral and bilateral sulfur-heterocycle fused naphthalene diimides (NDIs) are successfully synthesized from monobromo and dibromo NDIs via nucleophilic aromatic substitution reactions (SNAr) and the subsequent oxidative aromatization processes. The bromo-substituted monolateral fused NDI can be further functionalized with other aromatic or heteroaromatic rings to construct new electron-deficient π-functional materials with fine-tuned molecular orbital energy levels. The low-lying LUMO levels of these materials afford them great potential as n-type organic semiconductors.

Graphical abstract: Synthesis of monolateral and bilateral sulfur-heterocycle fused naphthalene diimides (NDIs) from monobromo and dibromo NDIs

Supplementary files

Article information

Article type
Research Article
Submitted
21 sen 2014
Accepted
06 fev 2015
First published
11 fev 2015

Org. Chem. Front., 2015,2, 372-377

Synthesis of monolateral and bilateral sulfur-heterocycle fused naphthalene diimides (NDIs) from monobromo and dibromo NDIs

B. Leng, D. Lu, X. Jia, X. Yang and X. Gao, Org. Chem. Front., 2015, 2, 372 DOI: 10.1039/C4QO00252K

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements