Beilstein J. Org. Chem.2025,21, 964–998, doi:10.3762/bjoc.21.80
unresolved questions that must be addressed to unlock the full potential of trityl-based radicals in advanced technological applications.
Keywords: Chichibabin hydrocarbon; COF; Gomberg radical; MOF; Müller hydrocarbon; Thielehydrocarbon; Introduction
Gomberg-type, triarylmethyl-centered radicals
have produced y0 = 0.3 for the non-chlorinated Thiele diradical [92]. Interestingly, the Thielehydrocarbon without chlorination in the meta-positions of the four peripheral phenyl-rings (TTH), exhibits higher y0 of up to 0.4, indicating the mesomeric equilibrium to be further on the open-shell side
(see Figure 12a) [92]. Also the perfluorinated version of the Thielehydrocarbon (TFC) has comparable diradical character of y0 = 0.35 [93]. This increased diradical character has been attributed to increased structural flexibility in TTH and TFC. Their C–C bonds are longer than in the non-chlorinated
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Graphical Abstract
Figure 1:
a) Tris(trichlorophenyl)methyl (TTM) radical and related trityl radicals, b) HDMO, SOMO, LUMO orbit...