RESEARCH ON ELECTRONICALLY EXCITED STATES AND THEIR REACTIONS
Abstract
The reaction of dienes, especially bicycloheptadiene, with metal carbonyls was explored. A range of ketones and hydrocarbons were isolated, and the structures and stereochemistry of most were worked out. Both double bonds of the cyclooctatetraene - maleic acid adduct take part in electrophilic addition, forming tetracyclic products. The unusual rearrangement of the acetylene-dicarboxylic ester adduct to derivatives of naphthalene-2:6-dicarboxylic ester was investigated. The Woodward-Katz rearrangement of 8-oxo-dicyclopentadiene takes place very rapidly and is catalysed by Lewis acids. Such acid catalysis has been extended to the inter-molecular Diels-Alder reaction. Ultraviolet irradiation of dimethylbenzoquinones gives a series of cis and trans dimers by addition of two double bonds to form a cyclobutane ring. The cis dimers undergo a second reaction of the same sort to give saturated, box-shaped molecules. 1-Oxodicyclopentadiene gives a cage-photoisomer that is remarkably stable. (Author)
Document Details
- Document Type
- Technical Report
- Publication Date
- May 20, 1961
- Accession Number
- AD0269306
Entities
People
- R.c. Cookson
Organizations
- University of Southampton