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RESEARCH ARTICLE
Contents Vol 68(8)

Aromatic Schiff Bases Multiply Substituted with Terminal Ethynyl Groups: Potential Building Blocks for Conjugated Polymers and Oligomers

Sabina Stahlová A , Jan Sedláček A , Jan Svoboda A , Miroslav Polášek B and Jiří Zedník A C
+ Author Affiliations
- Author Affiliations

A Department of Physical and Macromolecular Chemistry, Faculty of Science, Charles University in Prague, Hlavova 2030, CZ-128 43 Prague 2, Czech Republic.

B J. Heyrovský Institute of Physical Chemistry, v.v.i., Academy of Sciences of the Czech Republic, Dolejškova 3, 182 23 Prague 8, Czech Republic.

C Corresponding author. Email: jiri.zednik@natur.cuni.cz

Australian Journal of Chemistry 68(8) 1237-1248 https://doi.org/10.1071/CH14639
Submitted: 28 October 2014  Accepted: 17 December 2014   Published: 31 March 2015

Abstract

Nine mostly novel aromatic Schiff bases containing from two-to-four terminal ethynyl groups and one or two methanimine groups per one molecule are reported. The spectral and density functional theory characteristics and the extent of conjugation are discussed in connection with the structure and architecture of the prepared compounds. The applicability of compounds as building blocks for conjugated polymers is shown in TaCl5-catalyzed polycyclotrimerization (proceeding in ethynyl groups) yielding either soluble luminescent or insoluble microporous polymers.


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