Literature DB >> 19902975

Chiral amplification with a stereodynamic triaryl probe: assignment of the absolute configuration and enantiomeric excess of amino alcohols.

Marwan W Ghosn1, Christian Wolf.   

Abstract

A stereodynamic, axially chiral triaryl probe is locked into a single conformation upon condensation with two amino alcohol substrates. The well-defined chiral amplification in the diimines formed results in intense Cotton effects at high wavelengths that can be used for in situ CD analysis of the absolute configuration and ee of cyclic and acyclic substrates.

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Year:  2009        PMID： 19902975     DOI： 10.1021/ja907741v

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


  11 in total

1.  In situ assembly of octahedral Fe(II) complexes for the enantiomeric excess determination of chiral amines using circular dichroism spectroscopy.

Authors:  Justin M Dragna; Gennaro Pescitelli; Lee Tran; Vincent M Lynch; Eric V Anslyn; Lorenzo Di Bari
Journal:  J Am Chem Soc       Date:  2012-02-22       Impact factor: 15.419

2.  Dynamic multicomponent hemiaminal assembly.

Authors:  Lei You; S Reid Long; Vincent M Lynch; Eric V Anslyn
Journal:  Chemistry       Date:  2011-08-23       Impact factor: 5.236

3.  Well Plate Circular Dichroism Reader for the Rapid Determination of Enantiomeric Excess.

Authors:  P Metola; S M Nichols; B Kahr; E V Anslyn
Journal:  Chem Sci       Date:  2014-11-01       Impact factor: 9.825

4.  Dynamic multi-component covalent assembly for the reversible binding of secondary alcohols and chirality sensing.

Authors:  Lei You; Jeffrey S Berman; Eric V Anslyn
Journal:  Nat Chem       Date:  2011-11-13       Impact factor: 24.427

5.  Optical Activity and Helicity Enhancement of Highly Sensitive Dinaphthylmethane-Based Stereodynamic Probes for Secondary Alcohols.

Authors:  Tomasz Mądry; Agnieszka Czapik; Marcin Kwit
Journal:  ACS Omega       Date:  2019-02-14

6.  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

7.  Chiral 1H NMR of Atropisomeric Quinazolinones With Enantiopure Phosphoric Acids.

Authors:  Chaofei Wu; Hongxin Liu; Juan Li; Hong-Ping Xiao; Xinhua Li; Jun Jiang
Journal:  Front Chem       Date:  2018-08-17       Impact factor: 5.221

8.  Rapid organocatalytic chirality analysis of amines, amino acids, alcohols, amino alcohols and diols with achiral iso(thio)cyanate probes.

Authors:  Eryn Nelson; Jeffrey S S K Formen; C Wolf
Journal:  Chem Sci       Date:  2021-05-25       Impact factor: 9.825

9.  Chiral Phosphoric Acid Promoted Chiral 1H NMR Analysis of Atropisomeric Quinolines.

Authors:  Junlin Wan; Jun Jiang; Juan Li
Journal:  Front Chem       Date:  2021-06-10       Impact factor: 5.221

10.  Optically Pure Aziridin-2-yl Methanols as Readily Available 1H NMR Sensors for Enantiodiscrimination of α-Racemic Carboxylic Acids Containing Tertiary or Quaternary Stereogenic Centers.

Authors:  Martyna Malinowska; Szymon Jarzyński; Adam Pieczonka; Michał Rachwalski; Stanisław Leśniak; Anna Zawisza
Journal:  J Org Chem       Date:  2020-09-02       Impact factor: 4.354
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