Artículo

Mending Ties with Halogens. HALO–DP4+: An Approach for DP4+ Calculations in Organohalogenated Molecules

Passaglia, Lucas ; Franco, Bruno Agustín Icon; Zanardi, Maria Marta Icon; Sarotti, Ariel Marcelo Icon

Otros responsables

Fecha

10/2025

Editorial

American Chemical Society

Revista

Journal of Organic Chemistry

Título del libro

Nombre del evento

Fecha del evento

Institución organizadora

ISSN

0022-3263

eISSN

ISBN

Idioma

Inglés

Tipo del evento

Clasificación temática

Resumen

The combined use of NMR spectroscopy and quantum chemical calculations has become a powerful strategy for 5 structural elucidation. However, halogenated compounds pose a particular challenge due to the so-called HALA effect, where heavy 6 atoms distort the shielding of nearby light atoms, often leading to misleading predictions. Although a common workaround is to 7 discard affected signals, this approach fails in polyhalogenated systems, where too much valuable information is lost. In this study, we 8 systematically explored a range of strategies to mitigate the HALA effect across different levels of theory and probability-based 9 methods: DP4, MM-DP4+, and DP4+. This comprehensive analysis led us to develop HALO−DP4+, a simple yet robust correction10 protocol that significantly improves performance and can be universally applied regardless level of theory used. To streamline its use, 11 we updated our DP4+App to fully automate the correction process, making HALO−DP4+ readily accessible for routine structure 12 determination, even in challenging halogenated frameworks.

Aprobación

Revisión

Complementado por

Referenciado por

Licencia Creative Commons

Excepto donde se indique lo contrario, la licencia de este ítem se describe como by-nc-sa