An alternate and efficient method for preparation of 2,6-diacetamido-4-formylpyridine for formation of porphyrin appended with hydrogen bonding motifs

Abstract

We report here an alternate redesigned five-step synthesis of 2,6-diacetamido-4-formylpyridine. The method described here is more convenient where this aldehyde is prepared in commercially viable quantities from simple and easy-to-use reagents and is a key compound required to prepare 5,10,15,20-Tetrakis(3,5-diacetamido-4-pyridyl)porphyrin (I). This porphyrin can be used as an excellent building block for the construction of supramolecular assemblies and is an interesting compound to study the design, principles, and photonic properties such as the extent of electron and energy transfer.

Graphical Abstract

Keywords:

• Pyridine
• porphyrins
• supramolecular

Acknowledgments

AA, SS, ML, and KH acknowledge CUNY Research Scholar Program (CRSP) for their support to this project.

Dedication

This work is dedicated to the memory of Dr. Charles Michael Drain for being a wonderful mentor, advisor and colleague through the years.

Additional information

Funding

AA (PSC-CUNY Award #62251-00 50) and SS (PSC-CUNY Award # 61356-00 49) would like to thank Professional Staff Congress (PSC) -CUNY Research Award Program to support this work.