Photolysis of 3-(2, 2-dimethylcyclopropyl)-3-chlorodiazirine (4) at 25 OC in pentane affords 8 1% of the 1, 2-C migration products 1-chloro-3, 3-dimethylcyclobutene (5) and 2-chloro-3, 3- dimethylcyclobutene (6) in a 4.8: 1 distribution, as well as 19% of the fragmentation products, isobutene, and chloroacetylene. Experiments in the presence of the carbene trap trimethylethylene point to product formation from the electronically excited diazirine (4*), ...
[Wills, Max T.; Wills, Irene E.; Dollen, Lawrence Von; Butler, Barry L.; Porter, John; Anderson, Arthur G. Journal of Organic Chemistry, 1980 , vol. 45, # 12 p. 2489 - 2498]