A “crab-like” structure (II) is described for the face-to-face trimethylene diradical, characterized by pyramidal collapse of the terminal methylene groups towards the inside of the open ring; the stabilization (6·2 kcal mol–1) of the singlet state is accounted for by mixing of strong zwitterionic character into the diradical wave function.
Y. Jean and L. Salem, J. Chem. Soc. D, 1971, 382 DOI: 10.1039/C29710000382
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