Synthesis, chiral separation, and absolute configuration of bis‐( N ‐aryl) atropisomeric triads: 1,2‐Bis‐[4‐methyl‐2‐(thi)oxo‐2,3‐dihydrothiazol‐3‐yl]‐benzene | Zendy

Roussel Christian | Zendy; KaidSlimane Radia | Zendy; Andreoli Federico | Zendy; Renaudin Mailis | Zendy; Vanthuyne Nicolas | Zendy

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Synthesis, chiral separation, and absolute configuration of bis‐( N ‐aryl) atropisomeric triads: 1,2‐Bis‐[4‐methyl‐2‐(thi)oxo‐2,3‐dihydrothiazol‐3‐yl]‐benzene

Author(s) -

Roussel Christian,

KaidSlimane Radia,

Andreoli Federico,

Renaudin Mailis,

Vanthuyne Nicolas

Publication year - 2009

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.20599

Subject(s) - chemistry , enantiomer , absolute configuration , benzene , chirality (physics) , chiral column chromatography , chiral derivatizing agent , aryl , atropisomer , stereochemistry , organic chemistry , chiral symmetry , physics , alkyl , quantum mechanics , nambu–jona lasinio model , quark

In this work, a series of 1,2‐bis‐[4‐methyl‐2‐(thi)oxo‐2,3‐dihydrothiazol‐3‐yl]‐benzene has been prepared. These atropisomeric molecular triads were exclusively found to exist in the anti ‐form. They were separated into enantiomers by liquid chromatography on a chiral support. The absolute configurations of the enantiomers were determined using a chemical correlation method together with chiral chromatography. The barriers to interconversion of the enantiomers were determined. Chirality, 2009. © 2008 Wiley‐Liss, Inc.

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