𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis and Ring Opening of 1, 4-Dicyanobicyclo[2.2.0]hexane. Radical stabilization energy of a cyano group. Preliminary Communication

✍ Scribed by Daniel Belluš; GüNther Rist

Publisher
John Wiley and Sons
Year
1974
Tongue
German
Weight
173 KB
Volume
57
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

1, 4‐Dicyanobicyclo[2.2.0]hexane (2) was prepared by (2+2)‐photocycloaddition of ethylene to 1, 2‐dicyanocyclobutene. 2 isomerizes cleanly to 2, 5‐dicyanohexadiene‐1, 5 (3) with a very low activation energy of 21.7 ± 1.4 kcal/mol. From comparison with the reported rates of isomerization of bicyclo[2.2.0]hexane, the radical stabilization energy of the cyano group is shown to be about 7.3 kcal/mol.

📜 SIMILAR VOLUMES

Gas and liquid phase kinetics of the uni
Gas and liquid phase kinetics of the unimolecular isomerization of 1-chloro-4-bromobicyclo[2.2.0]hexane: The radical stabilization energy of an α-bromine atom
✍ Edward N. Cain; Richard K. Solly 📂 Article 📅 1972 🏛 John Wiley and Sons 🌐 English ⚖ 530 KB

The kinetics of the gas phase isomerization of l-chloro-4-bromobicyclo[2.2.O]hexane to 2-chloro-5-bromohexa-1,5diene have been measured in a static system over the temperature range of 135-215"C, with a variation in the total pressure from 0.6 to 400 torr. For these conditions, the rate constants ar

Photochemical Synthesis of Octahydro- an
Photochemical Synthesis of Octahydro- and 3a,4,5,6,7,7a-Hexahydro-benzo[b]thiophenes from Methyl (E)-4-Mercapto-2,6-heptadienoate and Alkenes or Alkynes via Consecutive Radical Ring Closure. Preliminary Communication
✍ René Kiesewetter; Paul Margaretha 📂 Article 📅 1987 🏛 John Wiley and Sons 🌐 German ⚖ 208 KB

The yields indicated were determined by GC analysis and, therefore, reflect ratios of products only. 'H-NMR from 1 :1 mixture of 10 and 9. Configuration at C(5) unknown. 'H-NMR from 3:l mixture of 14 and 13. Configuration at C(2) unknown