MCD and Induced CD of a Tetraphenoxyperylene-Based Dye in Chiral Solvents: An Experimental and Computational Study

Abstract

The magnetic circular dichroism (MCD) spectrum of N,N′-bis(2,6-diisopropylphenyl)-1,6,7,12-tetraphenoxyperylene-3,4:9,10-tetracarboxydiimide, also known as Lumogen Red 300 or ROT-300, has been recorded both in achiral and chiral solvents. The induced CD spectra in chiral solvents have, similarly, been recorded. A discussion of the spectroscopic response, both in CD and in MCD experiments, is presented in this paper. Both types of spectra have been predicted most satisfactorily by DFT calculations; the CD spectra were obtained by assuming the prevalence of one “enantiomeric” conformer and the same set of conformers could also be used for MCD, since “enantiomeric” structures present identically in MCD spectra.

Keywords

• Lumogen Red 300
• circular dichroism (CD)
• magnetic circular dichroism (MCD)
• time-dependent density functional theory (TDDFT) calculations
• B term
• chiral solvents