Issue 9, 2000

Abstract

Reaction of indole with Br2 led to isolation of an indole trimer 2, formed by linking the 2- and 3-positions of each indole to form a central aromatic ring, and brominated at the 5- and 6-positions of each indole. The X-ray structure of [2]·acetone·2DMF showed π-stacking of the planar aromatic molecules with two different overlap modes with interplanar distances of 3.287 Å and 3.378 Å. Cyclic voltammetry showed one reversible oxidation for 2 and phosphorescence from frozen ethanol solution was observed. The X-ray structure of the adduct [2][TCNQ]2·4DMSO was determined and showed a mixed stack arrangement where 2 alternates with two adjacent TCNQ molecules.

Supplementary files

Article information

Article type
Paper
Submitted
08 May 2000
Accepted
28 Jun 2000
First published
26 Jul 2000

J. Mater. Chem., 2000,10, 2043-2047

Preparation, X-ray structure and properties of a hexabrominated, symmetric indole trimer and its TCNQ adduct: a new route to functional molecular systems

N. Robertson, S. Parsons, E. J. MacLean, R. A. Coxall and A. R. Mount, J. Mater. Chem., 2000, 10, 2043 DOI: 10.1039/B003631P

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