Work

Beyond DP4: an Improved Probability for the Stereochemical Assignment of Isomeric Compounds using Quantum Chemical Calculations of NMR Shifts

Year: 2015

Type: article

Abstract: The DP4 probability is one of the most sophisticated and popular approaches for the stereochemical assignment of organic molecules using GIAO NMR chemical shift calculations when only one set of experimental data is available. In order to improve the performance of the method, we have developed a modified probability (DP4+), whose main differences from the original DP4 are the inclusion of unscaled data and the use of higher levels of theory for the NMR calculation procedure. With these modifications, a significant improvement in the overall performance was achieved, providing accurate and confident results in establishing the stereochemistry of 48 challenging isomeric compounds.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.5b02396

Authors: Nicolás Grimblat, María M. Zanardi, Ariel M. Sarotti

Institutions: Consejo Nacional de Investigaciones Científicas y Técnicas, National University of Rosario, Pontificia Universidad Católica Argentina

Language: English

Topic: Molecular spectroscopy and chirality

Subfield: Spectroscopy

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: Consejo Nacional de Investigaciones Científicas y Técnicas, Agencia Nacional de Promoción Científica y Tecnológica

Awards: DESARROLLO DE ORGANOCATALIZADORES QUIRALES A PARTIR DE BIOMASA, G7654870159, Reciclado de biomasa: innovadora transformación de material celulósico en productos de alto valor agregado para un desarrollo sustentable