## Abstract 7‐Phenylcycloheptatriene‐1,3,5 rearranges on heating to a mixture of the 3‐, 1‐ and 2‐isomers. These are formed in the order indicated by successive trans‐annular 1‐5 shifts of hydrogen. The isomerization of the 7‐ to the 3‐isomer, by which the trienic and aromatic systems enter into co
The chemistry of cycloheptatriene: Part IX: Thermal interconversion of 2,7- and 2,3-dihydrotropone by transannular 1-5 shifts of hydrogen
✍ Scribed by A. P. ter Borg; H. Kloosterziel
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 352 KB
- Volume
- 82
- Category
- Article
- ISSN
- 0165-0513
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✦ Synopsis
Abstract
2,7‐Dihydrotropone upon heating at 60‐100deg; isomerizes (partly) to the 2,3‐isomer. Kinetic data: order of the reaction, influence of solvent and entropy of activation, point to a mechanism involving an intramolecular 1‐5 shift of hydrogen in this cycloheptadiene derivative.
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## Abstract 1,2,3,4‐tetrachloro‐5,6,7,8‐tetrafluoro‐9‐methyltriptycene was studied in NMR spectra at low temperatures where the methyl group dynamics is frozen. Values of ^5^__J__(^19^F,^1^H), ^1^__J__(^13^C,^1^H), and ^2^__J__(^1^H,^1^H) for the individual methyl protons were measured. They are in