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3-Amino-2H-azirine, Moleküle mit vielfältigen Reaktionsmöglichkeiten


Heimgartner, Heinz (1979). 3-Amino-2H-azirine, Moleküle mit vielfältigen Reaktionsmöglichkeiten. CHIMIA International Journal for Chemistry, 33(4):111-118.

Abstract

3-Amino-2H-azirines, cyclic three-membered amidines with an estimated strain of about 200 kJ/mole, undergo a variety of reactions. Thereby, each of the azirine bonds can be broken: Thermolysis leads to the rupture of the C(2),C(3)-bond, with strong acids opening of the N(1),C(2)-bond takes place and the reaction with carboxylic acids leads to the cleavage of the N(1),C(3)-double bond. The versatile reactivity of the 3-amino-2H-azirines is demonstrated by some reactions with NH-acidic heterocycles and with heterocumulenes, respectively. In almost all cases new heterocyclic compounds result from these reactions.

Abstract

3-Amino-2H-azirines, cyclic three-membered amidines with an estimated strain of about 200 kJ/mole, undergo a variety of reactions. Thereby, each of the azirine bonds can be broken: Thermolysis leads to the rupture of the C(2),C(3)-bond, with strong acids opening of the N(1),C(2)-bond takes place and the reaction with carboxylic acids leads to the cleavage of the N(1),C(3)-double bond. The versatile reactivity of the 3-amino-2H-azirines is demonstrated by some reactions with NH-acidic heterocycles and with heterocumulenes, respectively. In almost all cases new heterocyclic compounds result from these reactions.

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Additional indexing

Other titles:3-Amino-2H-azirines, molecules with a variety of reaction possibilities
Item Type:Journal Article, refereed, further contribution
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:German
Date:April 1979
Deposited On:12 Aug 2014 11:52
Last Modified:08 Dec 2017 06:47
Publisher:Swiss Chemical Society
ISSN:0009-4293
Funders:Schweizerischer Nationalfonds zur Förderung der wissenschaftlichen Forschung
Official URL:https://chimia.ch/

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