Molecular Structure, Dipole Moment, and Quadrupole Coupling Constants of Diazirine

Valence Isomerization between Diazo Compounds and Diazirines

“…The linear structures of diazo compounds were confirmed in different ways: by electronic diffraction in 1934, [6] by IR spectroscopy in 1949, [7] by isotope labeling in 1957, [8] and by microwave spectroscopy in 1958. [9] The first diazirines were synthesized in 1960-1961 by Paulsen [10] and Schmitz [11] and their cyclic structures were unambiguously confirmed in 1962 by both physical [12] and chemical methods. [13] The last point of doubt relating to the structures and the existence of these types of compounds had thus been laid to rest.…”

An investigation of the relative stabilities of the isomers of CF2N2: Comparison of ab initio and MNDO calculations

“…Isomer (5) is of particular interest, as an experimental structure determination has been p~b l i s h e d .~ Both MNDO and HF/3-21G calculations reproduce the general structural features satisfactorily, in particular the sharply pyramidal three-coordinate nitrogen, and the tilting of the CN group away from the fluorine atoms, as found experimentally. The detailed structural parameters (Table 11) from the 3-21G calculations are in better agreement with experiment but MNDO seriously overestimates the N,-C bond length, even when CI is included.…”

“…Calculated and observed vibrational frequencies for isomers(2) and(5). Transition states involving no change of connectivity.…”

Synthesis and fungicidal activity of novel 1,3‐disubstituted 1H‐diazirine derivatives

“…Diazirines and diaziridines, highly strained, three‐membered heterocyclic rings with two nitrogen atoms, were first discovered independently by Abendroth and Henrich [1], Paulsen [2], and Schmitz and Ohme [3]. In the following years, the series of diazirine and diaziridine derivatives were synthesized and determined by fluorescence [4, 5], infrared and electronic absorption spectroscopy [6–10], and microwave and electron diffraction methods [11–13]. Chiroptical properties of several derivatives have been also investigated [14–16].…”