Novel stilbene‐based Fischer base analog of leuco‐TAM – (2E,2′Z)‐{2‐(4‐(E)‐styrylphenyl)propane‐1,3‐diylidene}bis(1,3,3‐trimethylindoline) – derivatives: synthesis and structural consideration by 1D NMR and 2D NMR spectroscopy

Hyun Woo Lim, Sam-Rok Keum

doi:10.1002/mrc.4359

Novel stilbene‐based Fischer base analog of leuco‐TAM – (2E,2′Z)‐{2‐(4‐(E)‐styrylphenyl)propane‐1,3‐diylidene}bis(1,3,3‐trimethylindoline) – derivatives: synthesis and structural consideration by 1D NMR and 2D NMR spectroscopy

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<jats:title>Abstract</jats:title><jats:p>We report the synthesis of a series of novel stilbene‐based (St) Fischer base analogs of leuco‐triarylmethane (LTAM) dyes by treating Fischer base with (<jats:italic>E</jats:italic>)‐4‐styrylbenzaldehyde derivatives. All St‐LTAM molecules examined herein are characterized by 1D and 2D NMR. They were found to exhibit <jats:italic>ZE</jats:italic> configuration and isomerize to their diastereomers <jats:italic>EE</jats:italic> and <jats:italic>ZZ</jats:italic> in 2–3 h. They exhibit type I behavior of diastereomeric isomerization. Copyright © 2015 John Wiley & Sons, Ltd.</jats:p>