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How an Eight-Membered Ring Alters the Rhodamine Chromophore.

Yevgen M PoronikFilip AmbickiSheng-Ming TsengPi-Tai ChouIrena DeperasińskaDaniel T Gryko
Published in: The Journal of organic chemistry (2020)
Readily available phenylene-1,3-diamines can be converted into unprecedented analogues of rhodamine and malachite green possessing a central eight-membered ring in three steps. The overall process couples a cyanine chromophore with a urea bridge giving rise to new dyes possessing distinct spectral characteristics: absorption of orange light combined with a weak emission of red light both in solution and in the crystalline state. Their photophysics is governed by the twist of lateral phenyl rings and intramolecular and intermolecular CT transitions.
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