17876-70-9Relevant academic research and scientific papers
Photochemistry of Acylazides V. Sensitization of Decomposition of p-Trimethylsilylbenzoylazide (TSBA)
Abraham, W.,Siegert, St.,Buck, K.,Csongar, Ch.,Helmstreit, W.,Grummt, U.-W.
, p. 73 - 83 (2007/10/02)
The sensitized decomposition of p-trimethylsilylbenzoylazide by aromatic ketones benzophenone, thioxanthone and 4,4'-bis(dimethylamino)benzophenone (Michler's ketone) and by diphenylanthracene and pyrene was investigated.Excited benzophenone acts as producer of solvent radicals which attack the TSBA forming the substituted benzamide.Only short chain lengths are obserrved in the case of cyclohexane as solvent.Michler's ketone, diphenylanthracene and pyrene sensitize the decomposition of TSBA via electron transfer processes forming the substituted phenylisocyanate beside primary and secondary amides.The product ratio is dependent on the solvent properties.Reaction mechanisms are proposed which are founded on time resolved and stationary measurements of transient intermediates and quantum yields.
Photochemistry of Acylazides. III. Direct and Sensitized Photolysis of p-Trimethylsilylbenzoylazide in the Fluid Phase and in Polymeric Layers
Abraham, W.,Siegert, St.,Kreysig, D.
, p. 177 - 186 (2007/10/02)
The photochemistry of the title compound in cyclohexane was investigated by direct and sensitized excitation, respectively.The only products which could be detected by means of HPLC were the rearrangement product isocyanate from the singlet azide and the insertion product into the solvent via the singlet nitrene, respectively.Products via the triplet states were not formed by direct photolysis.The generally high quantum yields of the photolysis of the acylazide 1 are strongly dependent on the concentration.At 0.1 M the quantum yield amounts to 4.The photolysis was sensitized by several triplet generators creating the abstraction products as main products.But also insertion products were formed via the triplet azide.From the results a triplet ground state of the nitrene is postulated.The sensitization can be realized also by electron donors like diphenylanthracene, pyrene or perylene.An electron transfer to 1 is assumed.The products of this sensitization are the same as via the direct photolysis.The results in solutions can be applied to polymers.The modification of polymers (silylation by the nitrene formed) is possible in this way.
