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The Ring Expansion - Ring Contraction Dichotomy in Aromatic Nitrene and Carbene Reactions II. Hetarylnitrenes. Preliminary communication

✍ Scribed by C. Wentrup; C. Thétaz; R. Gleiter

Book ID
102250323
Publisher
John Wiley and Sons
Year
1972
Tongue
German
Weight
260 KB
Volume
55
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

^15^N‐labelling experiments and energy calculations on nitreno‐azines and ‐diazies are in agreement and lead to the theory that both ring contraction and ring expansion in hetarylnitrenes can be one‐step processes which are governed mainly by the energy differences between the reacting species and the products.

📜 SIMILAR VOLUMES

The Ring Expansion – Ring Contraction Di
The Ring Expansion – Ring Contraction Dichotomy in Aromatic Nitrene and Carbene Reactions I. Arylcarbenes. Preliminary communication
✍ C. Wentrup; C. Mayor; R. Gleiter 📂 Article 📅 1972 🏛 John Wiley and Sons 🌐 German ⚖ 306 KB

## Abstract Rearrangement experiments and energy calculations by the CNDO/2 and extende __Hückel__ methods indicate that ring expansion and ring contraction in aromatic carbenes and nitrnes __can__ be one‐step processes which are governed by the stabilities of the primary products and the energies

On the Ring-Expansion in Aromatic Nitren
On the Ring-Expansion in Aromatic Nitrenes and Carbenes
✍ Rolf Gleiter; Wolfgang Rettig; Curt Wentrup 📂 Article 📅 1974 🏛 John Wiley and Sons 🌐 German ⚖ 698 KB

## Abstract The ring expansion, phenylnitrene (**1**) → azepinylidene (**3**) has been investigated using the CNDO/2 and Extended __Hückel__ method. Both methods predict that the nitrene‐nitrogen of **1** is moving out of the molecular plane on the path of minimum energy. Whether an intermediate **

Hetarylnitrenes V. Reactions of Tetrazol
Hetarylnitrenes V. Reactions of Tetrazolopyrazine Ring Contraction of Nitrenodiazines in Solution. Preliminary communication
✍ Curt Wentrup 📂 Article 📅 1972 🏛 John Wiley and Sons 🌐 German ⚖ 275 KB

## Abstract Thermolysis of tetrazolopyrazine (**1**) in organic solvents gives pyrazinylnitrene (**2**) which undergoes ring contraction to 1‐cyanoimidazole (**3**). 7‐Methyl‐5‐methylthio‐tetrazolo[1,5‐__c__]pyrimidine (**4**) likewise gives 1‐cyano‐2‐methylthio‐4‐methyl‐imidazole (**6**). The two