24309-44-2

Upstream product

• 139070-19-2 2,3-Benzobicyclo<3.2.1>octen-6-on-(p-tolylsulfonylhydrazon) 
• 67-56-1 methanol 
• 105018-90-4 exo-benzo<6,7>bicyclo<3.2.1>oct-6-en-3-yl chloride 
• 105087-90-9 endo-benzo<6,7>bicyclo<3.2.1>oct-6-en-3-yl chloride 
• 73834-13-6 C₁₂H₁₂N₂ 

Relevant academic research and scientific papers

Rearrangement of Bicyclooct-2-en-6-yl and Benzobicyclooctenyl Cations

The ketones 9, 27, and 51 were prepared by modified or novel routes.The analogous tosylhydrazones 10, 28, and 52 were photolyzed in 0.5 N NaOH to generate the carbocations 15, 34, and 53, respectively, by way of diazonium precursors. 2,3-Unsaturati

Photolytic Cleavage of Remote Functional Groups in Polyfunctional Molecules. Activation of a γ C-Cl Bond in the endo- and exo-Benzobicycloocten-3-yl Chlorides

The aryl-induced photolytic cleavage of a distal C-Cl bond, earlier reported for a β-substituent benzobicyclo (eq 1) and - (eq 2) substrates, has been extended to the γ position in the title compounds (endo-BBOC and exo-BBOC).Photolyses of these compounds in methanolic solution using 254-nm light primarily lead to products derived from carbocation intermediates (eq 4 and 5) with quantum efficiencies for loss of starting material φdis = 8.1 * 10-2 and 7.6 * 10-3 (endo and exo, respectively).The greater reactivity of the endo isomer contrasts with that observed in the and series where large exo/endo rate ratios are the rule (Table III).This inverted reactivity pattern is attributed to the favorable aryl/chlorine relationship in the endo isomer (Figure 1), which compensates for the increased Ar-C3 separation otherwise characteristic of these γ functionalities.