552299-18-0Relevant articles and documents
Limits of delocalization in through-conjugated dinitrenes: Aromatization or bond formation?
Serwinski, Paul R.,Lahti, Paul M.
, p. 2099 - 2102 (2007/10/03)
(Matrix presented) Dinitrenes 4 and 5 both can form quinonoidal structures by conjugative bond formation. However, ESR spectroscopy detects a thermally populated, excited-state, triplet quinonoidal structure only for 4, with a zero-field splitting of |D/hc| = 0.0822 cm-1, |E/hc| ? 0.0 cm-1. The tendency to maintain aromaticity in the additional ring of 5 favors a dinitrene structure (with one less formal π-bond) over a quinonoidal structure. The thermally populated quintet state of 5 has a zero-field splitting of |D/hc| = 0.287 cm-1, |E/hc| ≤ 0.002 c m-1.