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Absolute configuration of an axially chiral sulfonate determined from its optical rotatory dispersion, electronic circular dichroism, and vibrational circular dichroism spectra
Author(s) -
Covington Cody L.,
Raghavan Vijay,
Smuts Jonathan P.,
Armstrong Daniel W.,
Polavarapu Prasad L.
Publication year - 2017
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.22739
Subject(s) - chemistry , circular dichroism , optical rotatory dispersion , vibrational circular dichroism , absolute configuration , axial symmetry , dispersion (optics) , spectral line , sulfonate , molecular physics , crystallography , optics , stereochemistry , physics , organic chemistry , quantum mechanics , sodium , astronomy
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 (−)‐(a R , a R ), or conversely (+)‐(a S , a S ).