Thermal behavior of Spiroozonides from formaldehyde-O-oxide and tropone derivatives: A coarctate reaction

Article abstract of DOI:10.1002/(SICI)1521-3773(19980803)37:13/14<1854::AID-ANIE1854>3.0.CO;2-O

Spiroozonides of tropones undergo an unusually facile fragmentation via the coarctate Mobius transition state 1. The ozonides are generated from formaldehyde O-oxide and tropone derivatives at -90°C. Depending on the substitution, they fragment at temperatures between -60 to +50°C to give carbon dioxide, formaldehyde, and benzene derivatives.