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Synthesis and Reactions of a 2H-Azirine Unsubstituted on C–3

Bauer, W. ; Hafner, Klaus (2022)
Synthesis and Reactions of a 2H-Azirine Unsubstituted on C–3.
In: Angewandte Chemie International Edition, 1969, 8 (10)
doi: 10.26083/tuprints-00022293
Article, Secondary publication, Publisher's Version

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Abstract

Thermolysis [¹] or photolysis [²] of 1-alkyl or 1-aryl-vinyl azides (1) (R¹ = R² = H, aryl, alkyl; R³= aryl, alkyl)[³] leads to the formation of 2H-azirines with a substituent at C-3 (2) and to ketenimines (3). However, the decomposition of “terminal” vinyl azides (1) (R¹ = R² == H, aryl, alkyl; R³ = H) gives only the nitriles (4) [⁴] and none of the expected, and formerly unknown, 2H-azirines which lack a substituent at the 3-position.

Item Type: Article
Erschienen: 2022
Creators: Bauer, W. ; Hafner, Klaus
Type of entry: Secondary publication
Title: Synthesis and Reactions of a 2H-Azirine Unsubstituted on C–3
Language: English
Date: 2022
Place of Publication: Darmstadt
Year of primary publication: 1969
Publisher: Wiley
Journal or Publication Title: Angewandte Chemie International Edition
Volume of the journal: 8
Issue Number: 10
DOI: 10.26083/tuprints-00022293
URL / URN: https://tuprints.ulb.tu-darmstadt.de/22293
Corresponding Links:
Origin: Secondary publication service
Abstract:

Thermolysis [¹] or photolysis [²] of 1-alkyl or 1-aryl-vinyl azides (1) (R¹ = R² = H, aryl, alkyl; R³= aryl, alkyl)[³] leads to the formation of 2H-azirines with a substituent at C-3 (2) and to ketenimines (3). However, the decomposition of “terminal” vinyl azides (1) (R¹ = R² == H, aryl, alkyl; R³ = H) gives only the nitriles (4) [⁴] and none of the expected, and formerly unknown, 2H-azirines which lack a substituent at the 3-position.

Status: Publisher's Version
URN: urn:nbn:de:tuda-tuprints-222938
Classification DDC: 500 Science and mathematics > 540 Chemistry
Divisions: 07 Department of Chemistry
07 Department of Chemistry > Clemens-Schöpf-Institut
07 Department of Chemistry > Clemens-Schöpf-Institut > Organ Chemistry
Date Deposited: 22 Nov 2022 09:47
Last Modified: 02 Aug 2024 12:45
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