A chiroptical approach for the absolute stereochemical determination of P-stereogenic centers

A simple chiroptical solution for the absolute stereochemical determination for asymmetric phosphorus V stereocenters is presented. Strong coordination of the phosphorus oxide with the Zn-metallo center of the racemic host Zn-MAPOL 2 leads to an induced axial chirality of the host, yielding a strong...

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Detalles Bibliográficos
Autores principales: Chakraborty, Debarshi, Gholami, Hadi, Sarkar, Aritra, Joyce, Leo A., Jackson, James E., Borhan, Babak
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8179206/
https://www.ncbi.nlm.nih.gov/pubmed/34163935
http://dx.doi.org/10.1039/d0sc02940h
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author Chakraborty, Debarshi
Gholami, Hadi
Sarkar, Aritra
Joyce, Leo A.
Jackson, James E.
Borhan, Babak
author_facet Chakraborty, Debarshi
Gholami, Hadi
Sarkar, Aritra
Joyce, Leo A.
Jackson, James E.
Borhan, Babak
author_sort Chakraborty, Debarshi
collection PubMed
description A simple chiroptical solution for the absolute stereochemical determination for asymmetric phosphorus V stereocenters is presented. Strong coordination of the phosphorus oxide with the Zn-metallo center of the racemic host Zn-MAPOL 2 leads to an induced axial chirality of the host, yielding a strong ECCD signal. A mnemonic is proposed to correlate the asymmetry of the guest molecule with the observed ECCD signal.
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spelling pubmed-81792062021-06-22 A chiroptical approach for the absolute stereochemical determination of P-stereogenic centers Chakraborty, Debarshi Gholami, Hadi Sarkar, Aritra Joyce, Leo A. Jackson, James E. Borhan, Babak Chem Sci Chemistry A simple chiroptical solution for the absolute stereochemical determination for asymmetric phosphorus V stereocenters is presented. Strong coordination of the phosphorus oxide with the Zn-metallo center of the racemic host Zn-MAPOL 2 leads to an induced axial chirality of the host, yielding a strong ECCD signal. A mnemonic is proposed to correlate the asymmetry of the guest molecule with the observed ECCD signal. The Royal Society of Chemistry 2020-12-07 /pmc/articles/PMC8179206/ /pubmed/34163935 http://dx.doi.org/10.1039/d0sc02940h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Chakraborty, Debarshi
Gholami, Hadi
Sarkar, Aritra
Joyce, Leo A.
Jackson, James E.
Borhan, Babak
A chiroptical approach for the absolute stereochemical determination of P-stereogenic centers
title A chiroptical approach for the absolute stereochemical determination of P-stereogenic centers
title_full A chiroptical approach for the absolute stereochemical determination of P-stereogenic centers
title_fullStr A chiroptical approach for the absolute stereochemical determination of P-stereogenic centers
title_full_unstemmed A chiroptical approach for the absolute stereochemical determination of P-stereogenic centers
title_short A chiroptical approach for the absolute stereochemical determination of P-stereogenic centers
title_sort chiroptical approach for the absolute stereochemical determination of p-stereogenic centers
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8179206/
https://www.ncbi.nlm.nih.gov/pubmed/34163935
http://dx.doi.org/10.1039/d0sc02940h
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