New indole trimers as precursors for molecular electronic materials

Robert A. Valentine, Alexander Whyte, Kunio Awaga, Neil Robertson

Research output: Contribution to journalArticlepeer-review

Abstract / Description of output

We have prepared two new C3-symmetric, substituted-triazatruxene molecules using a facile one-pot trimerisation of 5-carboxyindole and 6-bromoindole in acetic acid using Br2, 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.

Original languageEnglish
Pages (from-to)657-660
Number of pages4
JournalTetrahedron Letters
Issue number6
Publication statusPublished - 8 Feb 2012


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