114144-99-9Relevant academic research and scientific papers
PHOTOCHEMICAL REACTIONS OF NITRILE COMPOUNDS. PART 2. 1PHOTOCHEMISTRY OF AN α,β-UNSATURATED γ,δ-EPOXY NITRILE AND γ,δ-CYCLOPROPYL NITRILE
Ishii, Keitaro,Abe, Masao,Sakamoto, Masanori
, p. 1937 - 1944 (2007/10/02)
Direct irradiation (λ 254 nm) of the α,β-unsaturated γ,δ-epoxy nitrile (1) led selectively to the products (13)-(19) arising from a carbonyl ylide or a carbene intermediate.However, products of an (E/Z)-isomerisation and a transformation via C(γ)-O bond cleavage of the oxirane, which are triplet processes, were not observed.On singlet excitation ( λ 254 nm), the α,β-unsaterated γ,δ-cyclopropyl nitrile (4) afforded (38) as the main product along with (39) whereas, on triplet excitation of (4) (E/Z)-isomerisation was the main process observed.Acid-catalysed rearrangements of compounds (1) and (8) were also studied.
