Synthesis and Mesomorphic Properties of Substituted Pyrazinoporphyrazines

Abstract

Tert-butylsubstituted pyrazinoporphyrazines (Ia–Id) and octacarboxypyrazinoporphyrazine (II) were synthesized. The structure of these compounds was determined using elemental analysis, IR and UV-Vis absorption spectroscopy. All synthesized compounds do not exhibit thermotropic mesomorphism. In this work we induced an enantiotropic mesophase due to charge transfer (CT) interactions in mixtures of compounds Ia–Id with a strong electron acceptor 2,4,7-trinitrofluorenone (TNF). The computer simulation of water systems of polar octacarboxypyrazinoporphyrazine (II) was carried out. The simulation shows that compound II does not possess mesomorphic properties in binary systems (lyotropic mesomorphism).

Keywords:

• substituted pyrazinoporphyrazines
• synthesis
• mesomorphic properties
• CT-complex
• computer simulation

Acknowledgments

We are grateful to the Russian Foundation for Basic Research (RFBR № 10-03-00881) for financial support of this research. This work was also partially founded by the Ministry of Education and Science of the Russian Federation Grant No. 16.740.11.0206.