New indole trimers as precursors for molecular electronic materials

TETRAHEDRON LETTERS

卷:53

Article

Valentine, Robert A.^1,2  Whyte, Alexander^1,2  Awaga, Kunio^3,4  Robertson, Neil^1,2 

[1] Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland

[2] Univ Edinburgh, EaStCHEM, Edinburgh EH9 3JJ, Midlothian, Scotland

[3] Nagoya Univ, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan

[4] Nagoya Univ, Res Ctr Mat Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan

关键词: Triazatruxene;    DFT;    Electrochemistry;    Fluorescence;    Transistor;    FET;   

DOI  :  10.1016/j.tetlet.2011.11.124

来源: Elsevier

【 摘 要 】

We have prepared two new C-3-symmetric, substituted-triazatruxene molecules using a facile one-pot trimerisation of 5-carboxyindole and 6-bromoindole in acetic acid using Br-2, giving 2a and 3a, respectively. These were subsequently modified by the addition of six alkyl chains to the N- and carboxyl-positions of 2a giving 2b and three alkyl chains to the N-positions of 3a giving 3b. The new molecules were characterised using cyclic voltammetry, UV/vis and emission spectroscopy. DFT calculations and in the case of 3b, field-effect transistor measurements showing gate-modulated source-drain current. These represent a straightforward route to large polyaromatic molecules with easily-modified side groups and are suitable as building blocks for synthesis of functional molecules for materials. (C) 2011 Elsevier Ltd. All rights reserved.

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