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...

Descripción completa

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
Descripción
Sumario: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.

Ejemplares similares