Nitrenes = imidogens

See also synchronization synchronous. imene See nitrene. imidogen See nitrene. 

Very detailed spectroscopic, kinetic, and thermodynamic information has been reported for the simplest azide and nitrene, HNg and NH, respectively. The parent nitrene, imidogen, can be produced by photolysis, thermoly-... 

Photodecomposition of the simplest azide, hydrazoic acid (HN3), yields the parent nitrene, imidogen This nitrene can also be produced by thermolysis and multiphoton... 

Compounds containing neutral, monovalent nitrogen atoms are known as nitrenes. The parent structure, NH, is also called imidogen. Because most stable compounds of neutral nitrogen have a valence of 3, it is no surprise that nitrenes typically are very short lived, reactive intermediates. A short history of nitrenes has been presented by Lwowski who points out that they were first proposed by Tiemann in 1891 as transient intermediates in the Lossen rearrangement. 

The nitrene nitrogen atom of imidogen is sp hybridized. Both the NH bond and the sigma lone pair of electrons use nitrogen orbitals that are rich in 2s character. 

The imidogen anion (NH ) can ionize to form either the singlet or triplet nitrene, thus, the difference in the kinetic energies of the photoelectrons leading to NH and NH is just the singlet-triplet splitting of NH. 

Matrix isolated NH reacts with NO, an excellent nitrene trap, to form trans-HNNO, which was characterized by infrared (IR) spectroscopy. Triplet imidogen also reacts with oxygen in matrices. 

Nitrene The univalent -N species, i.e. the nitrogen equivalent of a carbene. The simplest nitrene, NH, is also called nitrene, as well as imidogen, azene or imene. 

Nitrene (AHf = 357(1) kj mor. S ° = 181.253J mol K ), also called imidogen radical, nitrogen monohydride, and azene has a triplet ground state (X S ). The reactivity of the first excited singlet state (a A) is different... 

These species are isoelectronic with carbenes. The parent compound is nitrene NH (also known as imidogen, azene, or imene), which is formed when hydrazoic acid is irradiated with UV Hght in an aromatic solvent, which produces a small amount of primary aromatic amine. In the presence of ethylene, nitrene is trapped to form aziridine (Scheme 6.1). Nitrenes are also referred to as derivatives of imidogens as aminyls, azene, azylene, azacarbene, imene, or imines. 

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