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The chemistry of cycloheptatriene: Part XI: A further study of transannular 1-5 shifts of hydrogen in phenylcycloheptatrienes

✍ Scribed by A. P. Ter Borg; H. Kloosterziel

Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
252 KB
Volume
84
Category
Article
ISSN
0165-0513

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The chemistry of cycloheptatriene: Part
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## 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
The chemistry of cycloheptatriene: Part IX: Thermal interconversion of 2,7- and 2,3-dihydrotropone by transannular 1-5 shifts of hydrogen
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## 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.