How an Eight-Membered Ring Alters the Rhodamine Chromophore
Journal
JOURNAL OF ORGANIC CHEMISTRY
Journal Volume
85
Journal Issue
9
Pages
5973-5980
Date Issued
2020
Author(s)
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.
Type
journal article