Abstract
We have explored a one-pot, tandem protocol for constructing a linear tetracyclic aromatic core isoindoloindolone via FeCl3-mediated annulative coupling of 2-aminoacetophenones with ortho phthalaldehyde (OPA). This report describes a detailed optimizations of the method, substrate scope, and characterization of the synthesized compounds by NMR, XRD, etc,. Spectroscopic analysis of one of the synthesized compounds (1a) revealed that the intramolecular charge-transfer state formation is responsible for PL in solution. In contrast, emission resulted predominately from the locally excited state in the crystalline state. Tailoring the isoindoloindolone moiety by placing different substituents on the 2-amino acetophenone part and its effect on photophysical properties are also evaluated.
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