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

Covington CL, Raghavan V, Smuts JP, Armstrong DW, Polavarapu PL
Chirality. 2017 29 (11): 670-676

PMID: 28833487 · DOI:10.1002/chir.22739

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).

© 2017 Wiley Periodicals, Inc.

MeSH Terms (8)

Circular Dichroism Models, Molecular Molecular Conformation Naphthalenes Optical Rotatory Dispersion Stereoisomerism Sulfonic Acids Vibration

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