105817-85-4Relevant academic research and scientific papers
Charge-transfer-induced photoreduction of azoalkanes by amines
Adam, Waldemar,Moorthy, Jarugu N.,Nau, Werner M.,Scaiano
, p. 6749 - 6756 (1997)
The unique DBH-type azoalkanes 1, which exhibit high intersystem crossing quantum yields, have made possible the exploration of the bimolecular photoreduction of the n,π* triplet-excited azo chromophore. In the laser-flash photolysis, amines were found to
Solvent effect on product distribution in photochemical pathways of α C-N versus β C-C cleavage of n,π* triplet-excited azoalkanes
Adam, Waldemar,Moorthy, Jarugu N.,Nau, Werner M.,Scaiano
, p. 5550 - 5555 (1997)
The product distribution in the photolysis of the triplet-excited azoalkanes 1a,b depends markedly on the type of solvent used; in contrast, the azoalkanes 1c,d, which undergo efficient deazatization from the singlet- excited state, display solvent-indepe
Temperature dependence of the α versus β bond cleavage in the direct and triplet-sensitized photolysis of azoalkanes of the 2,3-diazabicyclo[2.2.1]hept-2-ene type
Adam, Waldemar,Nau, Werner M.,Sendelbach, Jürgen
, p. 7049 - 7054 (2007/10/02)
On direct irradiation, the azoalkanes anti-hexahydro-1,4:5,8-dimethanophthalazines (5a, 1,4-H; 5b, 1,4-Me; 5c, 1,4-Ph) do not only give the expected housanes 6 through a C-N bond cleavage and subsequent denitrogenation but also yield, in the order 5a > 5b
Photosensitized Electron Transfer from Azoalkanes: Generation, Fragmentation, and Rearrangement of Radical Cations Structurally Related to Dicyclopentadiene
Adam, Waldemar,Sendelbach, Juergen
, p. 5310 - 5315 (2007/10/02)
The azoalkanes 1a-c extrude nitrogen upon photosensitized electron transfer (PET) to yield 1,3-radical cation intermediates 2(.+), which undergo interesting transformations.Electron back transfer (BET) affords the unrearranged housanes 2, but significant
Azo Bridges from Azines, VI. - Substituted Isopyrazoles as Electron-deficient Dienes for the Synthesis of 2,3-Diazabicycloheptenes and their Photochemistry
Beck, Karin,Huenig, Siegfried
, p. 477 - 484 (2007/10/02)
The ++2> cycloaddition of isopyrazoles (4H-pyrazoles) 3c-e and cyclopentadiene, norbornene, and norbornadiene leads to the azo-bridged products 5, 8, 11, and 12c-e.Irradiation of 5e, 8e, and 11e expectedly produces the tricycles 13, 15, and 17 by loss of nitrogen.In contrast, as a result of the parallel arrangement of the C=C/N=N bonds, the isomers 12c-e are transformed nearly quantitatively into diazetidines 14, 16, and 18; despite the pronounced photolability of the diazabicycloheptene moiety in 12, cycloaddition is preferred over nitrogen elimination.
