Literature DB >> 27696842

Chiroptical Asymmetric Reaction Screening via Multicomponent Self-Assembly.

Zeus A De Los Santos1, Christian Wolf1.   

Abstract

Self-assembly of a stereodynamic phosphine ligand, Pd(II), and a chiral amine, amino alcohol, or amino acid generates characteristic UV and CD signals that can be used for quantitative stereochemical analysis of the bound substrate. A robust mix-and-measure chiroptical sensing protocol has been developed and used to determine the absolute configuration, ee, and yield of an amine produced by Ir-catalyzed asymmetric hydrogenation of an iminium salt. The analysis requires only 1 mg of the crude reaction mixture and minimizes cost, labor, time, and waste.

Entities:  

Year:  2016        PMID: 27696842     DOI: 10.1021/jacs.6b08892

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  6 in total

1.  High-throughput screening of α-chiral-primary amines to determine yield and enantiomeric excess.

Authors:  Sarah R Moor; James R Howard; Brenden T Herrera; Eric V Anslyn
Journal:  Tetrahedron       Date:  2021-07-05       Impact factor: 2.388

2.  Diasteroselective multi-component assemblies from dynamic covalent imine condensation and metal-coordination chemistry: mechanism and narcissistic stereochemistry self-sorting.

Authors:  Elena Badetti; Nadia Alessandra Carmo Dos Santos; Francesca A Scaramuzzo; Carlo Bravin; Klaus Wurst; Giulia Licini; Cristiano Zonta
Journal:  RSC Adv       Date:  2018-05-29       Impact factor: 4.036

3.  Chiroptical Enhancement of Chiral Dicarboxylic Acids from Confinement in a Stereodynamic Supramolecular Cage.

Authors:  Federico Begato; Roberto Penasa; Giulia Licini; Cristiano Zonta
Journal:  ACS Sens       Date:  2022-04-26       Impact factor: 9.618

4.  The In Situ Enzymatic Screening (ISES) Approach to Reaction Discovery and Catalyst Identification.

Authors:  Robert A Swyka; David B Berkowitz
Journal:  Curr Protoc Chem Biol       Date:  2017-12-14

5.  Click chemistry enables quantitative chiroptical sensing of chiral compounds in protic media and complex mixtures.

Authors:  F Yushra Thanzeel; Kaluvu Balaraman; Christian Wolf
Journal:  Nat Commun       Date:  2018-12-14       Impact factor: 14.919

6.  A rapid and sensitive method for chiroptical sensing of α-amino acids via click-like labeling with o-phthalaldehyde and p-toluenethiol.

Authors:  Bo Li; Jie Zhang; Li Li; Gong Chen
Journal:  Chem Sci       Date:  2020-12-22       Impact factor: 9.825

  6 in total

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