A green one-pot shortcut to light switching Tröger base analogs

Kazem-Rostami, Masoud; Faramarzi, Sadegh; Petersen, Jeffrey L.

doi:10.22034/ajgc.2020.102455

Document Type : Short Communication

Authors

¹ Faculty of Science and Engineering, Macquarie University, North Ryde, NSW 2109, Australia

² Department of Biomedical Engineering, University of Minnesota, Minneapolis, MN 55455, USA

³ Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, WV 26506, USA

https://doi.org/10.22034/ajgc.2020.102455

Abstract

Optimized desublimation of 2,4-diaminotoluene (4-methylbenzene-1,3-diamine) formed its ultrapure crystals. The collected crystals were analyzed by X-ray crystallography and then directly consumed in a condensation reaction with paraformaldehyde that resulted in the formation of Hünlich’s base. The subsequent one-pot diazotization and coupling reactions produced a new bisazo analog of Tröger’s base in the maximum possible compliance with the principles of green chemistry. The obtained bisazo product was found to be a durable and affordable building block suitable for use in the design of light-driven molecular machines.

Graphical Abstract

Keywords

Main Subjects

Organic Chemistry

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Asian Journal of Green Chemistry

A green one-pot shortcut to light switching Tröger base analogs

References

References

Volume 4, Issue 4
October 2020
Pages 434-443

A green one-pot shortcut to light switching Tröger base analogs

References

References

Volume 4, Issue 4October 2020Pages 434-443

Volume 4, Issue 4
October 2020
Pages 434-443