title: Pushing the boundaries of intrinsically stable radicals: inverse design using the thiadiazinyl radical as a template.
abstract: In this study, for the first time inverse design was applied to search for the intrinsically most stable radical system in a predefined chemical space of enormous size by scanning in a rational way that entire chemical space. The focus was predominantly on thermodynamic stabilization effects, such as stabilization through resonance. Two different properties were optimized: a newly introduced descriptor called the radical delocalization value and the intrinsic stability via a previously established bond dissociation enthalpy model. The thiadiazinyl radical was chosen as case study of this new approach of inverse design in stable radical chemistry. The resulting optimal structure is found to be highly stable, intrinsically more so than other well-known stable radicals, such as verdazyls and N,N-diphenyl-N'-picrylhydrazyl, and even rivaling the intrinsic stability of nitrogen monoxide.
authors: Eenheid Algemene Chemie (ALGC), Vrije Universiteit Brussel, Pleinlaan 2, B-1050 Brussels, Belgium. fdevlees@vub.ac.be
authors: Freija
authors: F
authors: De Vleeschouwer
authors: Artiom
authors: A
authors: Chankisjijev
authors: Weitao
authors: W
authors: Yang
authors: Paul
authors: P
authors: Geerlings
authors: Frank
authors: F
authors: De Proft
mesh_terms: D005609:Free Radicals / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D013816:Thermodynamics
chemical_list: D005609:Free Radicals; D013438:Sulfhydryl Compounds