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Molecular chirality by isotopic substitution. Synthesis, absolute configuration and circular dichroism spectra of 13 C‐substituted chiral diphenylmethanol
Author(s) -
Harada Nobuyuki,
Fujita Kaori,
Watanabe Masataka
Publication year - 2000
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/1099-1395(200007)13:7<422::aid-poc256>3.0.co;2-9
Subject(s) - chemistry , absolute configuration , chirality (physics) , circular dichroism , phthalic acid , stereochemistry , methanol , spectral line , crystallography , chiral symmetry , organic chemistry , physics , quantum mechanics , astronomy , nambu–jona lasinio model , quark
13 C‐Substituted chiral diphenylmethanol, α‐phenylbenzene[1,2,3,4,5,6‐ 13 C 6 ]methanol, [CD(−)270]‐( S )‐3, was synthesized from 4‐bromo‐α‐(phenyl[1,2,3,4,5,6‐ 13 C 6 ])benzenemethanol (4), which was enantioresolved by the chiral phthalic acid method. The S absolute configuration of [CD(−)270]‐3 was unambiguously determined by x‐ray crystallography of camphanic acid ester of (−)‐4. Copyright © 2000 John Wiley & Sons, Ltd.