Literature DB >> 15965541

Stereolabile chiral compounds: analysis by dynamic chromatography and stopped-flow methods.

Christian Wolf1.   

Abstract

Enantiomerization and diastereomerization reactions of chiral compounds play a major role in all aspects of chemistry spanning a wide bridge from drug development to supramolecular chemistry. Traditionally, these reactions are studied by variable-temperature NMR spectroscopy and chiroptical methods such as polarimetry. However, powerful complimentary methods based on chromatography and electrophoresis have been developed and applied to a variety of stereolabile chiral compounds. This tutorial review explains the principles, applications, and limitations of dynamic chromatography and chromatographic and electrophoretic stopped-flow analysis for the investigation of isomerization reactions of chiral compounds.

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Year:  2005        PMID: 15965541     DOI: 10.1039/b502508g

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  6 in total

1.  A Stereodynamic Redox-Interconversion Network of Vicinal Tertiary and Quaternary Carbon Stereocenters in Hydroquinone-Quinone Hybrid Dihydrobenzofurans.

Authors:  Golo Storch; Byoungmoo Kim; Brandon Q Mercado; Scott J Miller
Journal:  Angew Chem Int Ed Engl       Date:  2018-10-18       Impact factor: 15.336

2.  Stereodynamic Quinone-Hydroquinone Molecules That Enantiomerize at sp3-Carbon via Redox-Interconversion.

Authors:  Byoungmoo Kim; Golo Storch; Gourab Banerjee; Brandon Q Mercado; Janelle Castillo-Lora; Gary W Brudvig; James M Mayer; Scott J Miller
Journal:  J Am Chem Soc       Date:  2017-10-11       Impact factor: 15.419

3.  Molecular Recognition of the HPLC Whelk-O1 Selector towards the Conformational Enantiomers of Nevirapine and Oxcarbazepine.

Authors:  Roberta Franzini; Marco Pierini; Andrea Mazzanti; Antonia Iazzetti; Alessia Ciogli; Claudio Villani
Journal:  Int J Mol Sci       Date:  2020-12-25       Impact factor: 5.923

4.  Establishment of atropisomerism in 3-indolyl furanoids: a synthetic, experimental and theoretical perspective.

Authors:  Sourav Chatterjee; Pinaki Bhattacharjee; Glenn L Butterfoss; Anushree Achari; Parasuraman Jaisankar
Journal:  RSC Adv       Date:  2019-07-18       Impact factor: 4.036

5.  Chromatographically separable rotamers of an unhindered amide.

Authors:  Mario Geffe; Lars Andernach; Oliver Trapp; Till Opatz
Journal:  Beilstein J Org Chem       Date:  2014-03-21       Impact factor: 2.883

6.  Molecular dynamic staircases: all-carbon axial chiral "Geländer" structures.

Authors:  Rajesh Mannancherry; Michel Rickhaus; Daniel Häussinger; Alessandro Prescimone; Marcel Mayor
Journal:  Chem Sci       Date:  2018-06-05       Impact factor: 9.825

  6 in total

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