Figure 1.
(A) A generic [2 + 2 + 2] reaction between quadricyclane and a π electrophile to yield a norbornene cycloaddition product. (B) 7-Acetoxyquadricyclane (1) reacts with bis(dithiobenzil)nickel(II) (2) to form complex 3. Complex 3 undergoes photodegradation to 2 and 7-acetoxynorbornadiene (4) unless diethyldithiocarbamate (5) is present.