Robert Valentine, Alexander M. Whyte, K. Awaga
Feb 8, 2012
Citations
0
Influential Citations
21
Citations
Journal
Tetrahedron Letters
Abstract
Abstract 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.