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Updated: Jun 4, 2025

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
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Two Blatter Radicals Face-to-Face: A Constrained Diradical Architecture
Paulina Bartos1, Dominika Pomikło2, Kadin B Sorenson3
1Faculty of Chemistry, University of Łódź, Tamka 12, 91403 Łódź, Poland.
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 ΔES-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.
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