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How an Eight-Membered Ring Alters the Rhodamine Chromophore.

ABSTRACT: 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.

SUBMITTER: Poronik YM

PROVIDER: S-EPMC7590985 | biostudies-literature | 2020 May

REPOSITORIES: biostudies-literature

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How an Eight-Membered Ring Alters the Rhodamine Chromophore.

Poronik Yevgen M YM Ambicki Filip F Tseng Sheng-Ming SM Chou Pi-Tai PT Deperasińska Irena I Gryko Daniel T DT

The Journal of organic chemistry 20200415 9

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 ...[more]

PMID: 32252525

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