Concept

Diazirine

Summary
In organic chemistry, diazirines are a class of organic molecules consisting of a carbon bound to two nitrogen atoms, which are double-bonded to each other, forming a cyclopropene-like ring, 3H-diazirene (). They are isomeric with diazocarbon groups (), and like them can serve as precursors for carbenes by loss of a molecule of dinitrogen. For example, irradiation of diazirines with ultraviolet light leads to carbene insertion into various , , and bonds. Hence, diazirines have grown in popularity as small, photo-reactive, crosslinking reagents. They are often used in photoaffinity labeling studies to observe a variety of interactions, including ligand-receptor, ligand-enzyme, protein-protein, and protein-nucleic acid interactions. Synthesis A number of methods exist in the literature for the preparation of diazirines, which begin from a variety of reagents. Synthesis from ketones Generally, synthetic schemes that begin with ketones () involve conversion of the
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