TY - JOUR
AU - Schmitz, Ernst
AB - Since their discovery five years ago, the diaziridines have become an extensive and easily accessible class of compounds. Hydrolysis of these compounds effects a simple synthesis of hydrazine, alkylhydrazines, and N,N′‐dialkylhydrazines. They are also powerful oxidizing agents. The rigidity of the three‐membered ring gives rise to a few stereoelectronic peculiarities. Investigations on the mechanism of formation of the three‐membered rings led to a new synthesis of oxaziranes and to discovery of the isomeric oximes with a three‐membered ring structure. The latter decompose readily to form diimide. Diazirines are cyclic isomers of the aliphatic diazo compounds and are surprisingly easy to obtain by dehydrogenation of suitable diaziridines; they are chemically much more stable than the linear isomers. Grignard reagents add onto the NN double bond without destruction of the three‐membered ring. Thermal decomposition yields carbenes.
TI - Three‐Membered Rings Containing Two Hetero‐Atoms
JO - Angewandte Chemie International Edition
DO - 10.1002/anie.196403331
DA - 1964-05-01
UR - https://www.deepdyve.com/lp/wiley/three-membered-rings-containing-two-hetero-atoms-qkQuodnReA
SP - 333
EP - 341
VL - 3
IS - 5
DP - DeepDyve
ER -