Issue 6, 2017
From the journal:

Organic Chemistry Frontiers

Selective deprotonation of tetra[3,4]thienylene in the presence of n-BuLi†

Lu Li,ab   Bingbing Li,a   Chunli Li,a   Zhiying Ma,a   Li Xu*c  and  Hua Wang*a  

* Corresponding authors

a Engineering Research Center for Nanomaterials, Henan University, Kaifeng, 475004, P. R. China
E-mail: hwang@henu.edu.cn

b School of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu, P. R. China

c College of Chemistry and Chemical Engineering, Henan University, Kaifeng, P. R. China
E-mail: xuli@henu.edu.cn

Abstract

The sequential lithiation mechanism for the selective deprotonation of tetra[3,4]thienylene (1) to form Li4-1 in the present of n-BuLi in THF is investigated. The specific contralateral and ipsilateral selectivities of the lithiation sites in the different steps are explored. A series of tetra-substituted 1 are obtained, viaLi4-1 with electrophiles, in good yields.

Graphical abstract: Selective deprotonation of tetra[3,4]thienylene in the presence of n-BuLi

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Article information

DOI
https://doi.org/10.1039/C6QO00754F
Article type
Research Article
Submitted
24 Nov 2016
Accepted
28 Jan 2017
First published
06 Feb 2017

Org. Chem. Front., 2017,4, 1019-1023

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Selective deprotonation of tetra[3,4]thienylene in the presence of n-BuLi

L. Li, B. Li, C. Li, Z. Ma, L. Xu and H. Wang, Org. Chem. Front., 2017, 4, 1019 DOI: 10.1039/C6QO00754F

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