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

Journal: Asian Journal of Green Chemistry (Vol.4, No. 4)

Publication Date:

Authors : ; ; ;

Page : 434-443

Keywords : Tröger base; Amine; Diazotization; Azo; coupling reaction;

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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.

Last modified: 2020-09-01 01:55:59