Accession Number : AD0285074

Title :   RESEARCH ON ELECTRONICALLY EXCITED STATES AND THEIR REACTIONS

Corporate Author : SOUTHAMPTON UNIV (ENGLAND)

Personal Author(s) : COOKSON,R.C.

Report Date : 26 APR 1962

Pagination or Media Count : 1

Abstract : The reaction of dienes, especially bicycloheptadiene, with metal carbonyls was explored, resulting in the isolation of a range of ketones and hydrocarbons, the structures and stereochemistry of most of which have been wod adduct take part in electrophilic addition, forming tetracyclic products. The unusual rearrangement of the acetylenedicarboxylic ester adduct to derivatives of naphthalene2:6-dicarboxylic ester was re-investigated. The Woodward-Katz rearrangement of 8-oxo-dicyclopentadiene takes place rapidly and is catalysed by Lewis acids. Such acid catalysis has been extended to the inter-molecular Diels-Alder reactked out. Both double bonds of the cyclo-octatetraene maleic acid adduct take part in electrophilic addition, forming tetracyclic products. The unusual rearrangement of the acetylenedicarboxylic ester adduct to derivatives of naphthalene2:6-dicarboxylic ester was re-investigated. The Woodward-Katz rearrangement of 8-oxo-dicyclopentadiene takes place rapidly and is catalysed by Lewis acids. Such acid catalysis has been extended to the inter-molecular Diels-Alder reaction. UV irradiation of dimethylbenzoquinones gives a series of cis and trans dimers by addition of 2 double bonds to form a cyclobutane ring. The cis dimers undergo a second reaction of the same sort to give saturated, boxshaped molecules. 1-Oxo-dicyclopentadiene gives a cage-photoisomer that is remarkably stable. (Author)

Descriptors :   *DIENES, *ELECTRON TRANSITIONS, *METALORGANIC COMPOUNDS, *METALS, CATALYSIS, CYCLOOCTATATETRAENE, CYCLOPENTENES, DIENE SYNTHESES, KETONES, METHYL RADICALS, MOLECULAR ISOMERISM, MOLECULAR STRUCTURE, POLYCYCLIC COMPOUNDS, QUINONES, STEREOCHEMISTRY

Distribution Statement : APPROVED FOR PUBLIC RELEASE