Issue 13, 2009
From the journal:

Organic & Biomolecular Chemistry

1,3,4,6,7,9-Hexamethylbenzo[1,2-c:3,4-c′:5,6-c′′]trithiophene: a twisted heteroarene†

Yao-Ting Wu,*a   Chia-Cheng Tai,a   Wei-Chih Lina  and  Kim K. Baldridge*b  

* Corresponding authors

a Department of Chemistry, National Cheng Kung University, No.1 Ta-Hsueh Road, Tainan, Taiwan
E-mail: ytwuchem@mail.ncku.edu.tw

b Institute of Organic Chemistry, University of Zurich, Winterthurer-strasse 190, Zurich, Switzerland
E-mail: kimb@oci.unizh.ch

Abstract

1,3,4,6,7,9-Hexamethylbenzo[1,2-c:3,4-c′:5,6-c″]trithiophene (C-Me) was prepared by palladium-catalyzed methylations of the corresponding hexabromide C-Br. The twisted structure of C-Me has been confirmed by X-ray crystal analysis. The physical properties of twisted C-Me and planar benzo[1,2-c:3,4-c′:5,6-c″]trithiophene (C-H) were studied and compared. Crystal structures are compared to computational structures determined using density functional theory, with both the M06-2X and B3PW91 functionals.

Graphical abstract: 1,3,4,6,7,9-Hexamethylbenzo[1,2-c:3,4-c′:5,6-c′′]trithiophene: a twisted heteroarene

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Article information

DOI
https://doi.org/10.1039/B902517K
Article type
Paper
Submitted
06 Feb 2009
Accepted
07 Apr 2009
First published
26 May 2009

Org. Biomol. Chem., 2009,7, 2748-2755

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1,3,4,6,7,9-Hexamethylbenzo[1,2-c:3,4-c′:5,6-c′′]trithiophene: a twisted heteroarene

Y. Wu, C. Tai, W. Lin and K. K. Baldridge, Org. Biomol. Chem., 2009, 7, 2748 DOI: 10.1039/B902517K

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