355392-23-3

Upstream product

• 109-77-3 malononitrile 
• 355392-18-6 3-(4-nitrophenyl)bicyclo[2.2.1]hepta-2,5-diene-2-carbaldehyde 
• 35487-34-4 3-(4-nitrophenyl)prop-2-ynal 
• 542-92-7 cyclopenta-1,3-diene 

Relevant academic research and scientific papers

Synthesis and photoinitiated isomerizations of 3-(4-nitrophenyl)- and 3-(4-aminophenyl)bicyclo[2.2.1]hepta-2,5-diene-2-carbaldehyde and -2-carboxylic acid derivatives

3-(4-Nitrophenyl)bicyclo[2.2.1]hepta-2,5-diene-2-carbaldehyde and its derivatives at the formyl group were synthesized. By reduction of the nitro group the corresponding 3-(4-aminophenyl)-substituted compounds were obtained, as well as 4,4′-bis(bicyclo[2.2.]]hepta-2,5-dien-2-yl)azobenzenes. Irradiation of the resulting norbornadiene derivatives in the region of their absorption maxima resulted in valence isomerization with formation of the corresponding quadricyclanes. The reverse transformations are promoted by molybdenum(VI) oxide as heterogeneous catalyst. 4,4′-Bis(bicyclo[2.2.1]hepta-2,5-dien-2-yl)azobenzenes undergo reversible (on heating) photochemical E/Z isomerization at the N=N bond.