3-Pyridazinylnitrenes and 2-Pyrimidinylnitrenes

Abstract

The reaction mechanisms are discussed and supported by DFT calculations on key intermediates and pathways. There is no evidence for the interconversion of 3-pyridazinylnitrenes 9 and 2-pyrimidinylnitrenes 18.

Isomerization of cyanopropyne in solid argon

“…At all irradiation wavelengths, a feature at 986 cm À1 could be found. It is the same location as previously reported 17 for the second most intense IR band of 8 in solid Ar (Fig. S33 and S58-S63, ESI †).…”

“…20 No complete gas-phase or rare-gas matrix spectrum of either of these chemicals has been published, although select vibrations amongst a mixture of products in an Ar matrix have been given in two different works. 17,20 The situation is similar for 6 and 10. Here, select vibrational frequencies were published for the neat liquids and for solutions following their synthesis.…”

“…16 Using IR spectroscopy, 1 was detected in an Ar matrix as the primary product of 3-azidopyridazine flash pyrolysis. 17 The IR spectrum of the pure crystalline solid has also been reported. 18 Less data concerning the IR spectroscopy of species 2 or 3 exists in the literature.…”

“…20 Tentative detection of 7 was also reported in the same work. Isomer 8 has been further described as one component of a mixture of products detected in an Ar matrix following pyrolysis of 3-azidopyridazine as well as photolysis of a mixture of tetrazolo[1.5-b]pyridazine and 3-azidopyridazine at 313 nm 17 and in a separate work as a product of photolysis of tetrazolo-[1.5-b]pyridazine. 36 A microwave spectrum 37 of this chemical was also collected.…”

Density Functional Exploration of C4H3N Isomers

“…Our theoretical results can be compared to limited available gas-phase or matrix isolation measurements including species 1 , ,− 2 , 3 , 6 , 8 , , 9 , and 10 . Calculated frequencies deviate from gas-phase measurements by up to 100 cm –1 in either direction, depending on the vibration and the chemical being considered.…”