aziridine

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aziridine

[ə′zir·ə‚dēn]
(organic chemistry)
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Recently, Professor Gaunt at the University of Cambridge has uncovered a new CH activation mode that enables the conversion of hindered amines into -lactams and aziridines. The first objective of this proposal aims to directly apply the transformations developed by Gaunt, e.g.
(17.) Wang, Z, Cui, Y-T, Xu, Z-B, Qu, J, "Hot Water-Promoted Ring-Opening of Epoxides and Aziridines by Water and Other Nucleopliles." 7.
Yudin, Aziridines and Epoxides in Organic Synthesis, WileyVCH, Weinheim (2006).
Aziridines are useful intermediates in organic chemistry due to their highly strained ring systems which allow for a wide range of reactivity.
Aziridination of allylic alcohols 227 afforded the corresponding 2-(hydroxymethyl)-1-tosylaziridines and subsequently sulfonylated to 2-(sulfonyloxymethyl) aziridines 228a-c.
The most common crosslinkers are isocyanates, aziridines, and carbodiimides.
They also cover nucleic substitution at aliphatic carbon, synthesis of epoxides and aziridines, the protonation of enolates and kinetic resolution of racemic alcohols and amines.
The latest patent extends coverage to use of compounds that include chemical structures known as aziridines and aziridiniums.
A recent example is the rhodium or cobalt-catalyzed carbonyl insertion and ring expansion of heterocycles, including aziridines, to [Beta]-lactams.
Ring opening of aziridines and epoxides with various amines afforded high regioselective products in high yields by solid phase reaction under catalyst- and solvent- free condition.
Crosslinkers such as aziridines, isocyanates, and carbodiimides have been and continue to be used to increase the durability of water-based coatings.
In practice, it might prove difficult if not impossible to effect such a polymerization, as azetidines (4-member ring compounds) are much less prone to polymerization than are aziridines (3-member rings).