Exploratory study of photocyclization reactions of N-(trimethylsilylmethylthioalkyl)phthalimides was written by Yoon, Ung Chan;Lee, Sang Jin;Lee, Kyung Ja;Cho, Sung Ju;Lee, Chan Woo;Mariano, Patrick S.. And the article was included in Bulletin of the Korean Chemical Society in 1994.Computed Properties of C13H14BrNO2 This article mentions the following:
Single electron transfer (SET) induced photocyclization of N-(trimethylsilylmethylthioalkyl)phthalimides I (n = 2-6) were studied in methanol and acetone. Photocyclizations in methanol produced modest to high yields of products such as II. A singlet SET pathway dominates in methanol while a triplet process dominates in acetone. The efficient and regioselective cyclization reactions observed for photolyses in methanol represent synthetically useful processes for construction of medium and large ring heterocyclic compounds In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Computed Properties of C13H14BrNO2).
N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon–bromine bond is electrophilic in nature. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Computed Properties of C13H14BrNO2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary