Terpyridinebenzaldehyde isomers: One-pot facile synthesis

Abstract

We have explored the use of (diethoxymethyl)benzaldehyde readily available as a starting material allowing us to end up with Terpyridinebenzaldehyde isomers. An environmentally friendly procedure was undertaken for the synthesis of a series of 4, 3 and 2-([2,2′:6′,2″-terpyridin]-4′-yl)benzaldehyde isomers (para, meta and ortho position). These compounds have been synthesized in one-pot conditions using ethanol and aqueous ammonia as solvents, at room temperature. This methodology offers substantial advantages with respect to its simplicity of operation, reaction time, satisfying yield of products and easy work-up procedure under mild reaction conditions. Apart from spectroscopic characterization, the structure of one of the Terpyridinebenzaldehyde derivative is confirmed by single-crystal X-ray diffraction.

Graphical Abstract

Keywords:

• One-pot
• terpyridine
• (diethoxymethyl) benzaldehyde
• terpyridinebenzaldehyde

Acknowledgments

Authors thank N. Kyritsakas for the structural analysis; Prof. S. Ferlay and S. Baudron for proofreading.

Additional information

Funding

The Université de Strasbourg and CNRS are acknowledged for financial support.