Thiophene/selenophene-based S-shaped double helicenes: regioselective synthesis and structures

• Mengjie Wang,
• Lanping Dang,
• Wan Xu,
• Zhiying Ma,
• Liuliu Shao,
• Guangxia Wang,
• Chunli Li and
• Hua Wang

Beilstein J. Org. Chem. 2022, 18, 809–817, doi:10.3762/bjoc.18.81

• Mengjie Wang Lanping Dang Wan Xu Zhiying Ma Liuliu Shao Guangxia Wang Chunli Li Hua Wang Engineering Research Center for Nanomaterials, Henan University, Kaifeng, 475004, China 10.3762/bjoc.18.81 Abstract 2,5-Di(trimethylsilanyl)dithieno[2,3-b:3′,2′-d]thiophene ((TMS)2-bb-DTT), 2,5-di

• (radical)–C(radical) bond and randomly directed annelated products [30]. Moreover, compounds 5a–c bear two C=C bonds, which may lead to more complex photocyclization products. 5-(Trimethylsilyl)dithieno[2,3-b:3′,2′-d]thiophene-2-carbaldehyde (4a) [19], 5-(trimethylsilyl)diseleno[2,3-b:3′,2′-d]thiophene-2

Ring-opening reaction of 2,5-dioctyldithieno[2,3-b:3',2'-d]thiophene in the presence of aryllithium reagents

• Hao Zhong,
• Jianwu Shi,
• Jianxun Kang,
• Shaomin Wang,
• Xinming Liu and
• Hua Wang

Beilstein J. Org. Chem. 2013, 9, 767–774, doi:10.3762/bjoc.9.87

• between the structures of aryl groups and the efficiency of ring-opening reactions are discussed. Keywords: aryllithium reagents; 2'-arylthio-3,3'-bithiophene-2-carbaldehyde; dithieno[2,3-b:3',2'-d]thiophene; nucleophilicity; ring-opening reaction; Introduction Due to the promising optical and

• electrical properties, the derivatives of dithieno[2,3-b:3',2'-d]thiophene (DTT), as one type of fused oligothiophene, have shown their potential applications in organic electronics [1][2][3][4]. The work on the synthesis of DTT derivatives and the chemical stability of the DTT core is of particular interest

• (1) with nine aryllithium reagents and the characterization of the nine corresponding ring-opening products. These studies should facilitate the understanding of the chemical stability of dithieno[2,3-b:3',2'-d]thiophene, which may be of importance in both organic chemistry and materials science