Two Blatter Radicals Face-to-Face: A Constrained Diradical Architecture

Paulina Bartos; Dominika Pomikło; Kadin B Sorenson; Oleksandr Hietsoi; Andrienne C Friedli; Piotr Kaszyński

doi:10.1021/jacs.4c16500

Two Blatter Radicals Face-to-Face: A Constrained Diradical Architecture

J Am Chem Soc. 2024 Dec 20. doi: 10.1021/jacs.4c16500. Online ahead of print.

Authors

Paulina Bartos¹, Dominika Pomikło², Kadin B Sorenson³, Oleksandr Hietsoi³, Andrienne C Friedli³, Piotr Kaszyński^{1

2

3}

Affiliations

¹ Faculty of Chemistry, University of Łódź, Tamka 12, 91403 Łódź, Poland.
² Center for Molecular and Macromolecular Studies, Polish Academy of Sciences, Sienkiewicza 112, 90363 Łódź, Poland.
³ Department of Chemistry, Middle Tennessee State University, Murfreesboro, Tennessee 37132, United States.

PMID: 39704720
DOI: 10.1021/jacs.4c16500

Abstract

Cofacial arrangement of two Blatter radicals enforced by the peri-naphthalene scaffold represents a new approach to stable diradicals with strong through-space interactions. Two stereoisomers of the naphthalene-diradicals, anti and syn, are investigated by XRD, VT-EPR, UV-vis, electrochemical, kinetic, and DFT methods. In solutions, both stereoisomers exist as open-shell singlets with ΔE_S-T = -3.1 and -3.8 kcal mol^-1, respectively. The anti isomer was resolved into enantiomers and converts to syn with ΔG^‡₂₉₈ = 23.6(8) kcal mol^-1.