Absolute configuration of an axially chiral sulfonate determined from its optical rotatory dispersion, electronic circular dichroism, and vibrational circular dichroism spectra.

Cody L CovingtonVijay RaghavanJonathan P SmutsDaniel W ArmstrongPrasad L Polavarapu

Published in: Chirality (2017)

The absolute configuration (AC) of an axially chiral sulfonate (aCSO), 3,5-dimethyl-2-(naphthalen-1-yl)-6-(naphthalen-1-yl)benzenesulfonate (labeled as aCSO5), was investigated using optical rotatory dispersion (ORD), electronic circular dichroism (ECD), and vibrational circular dichroism (VCD) spectroscopies. All three methods led to the same conclusion and the AC of aCSO5 is reliably determined to be (-)-(aR, aR), or conversely (+)-(aS, aS).

Keyphrases

density functional theory
high resolution
molecular dynamics simulations
high speed
ionic liquid
capillary electrophoresis
energy transfer
atomic force microscopy
single molecule
pet ct