Naslov
Photochemical Synthesis and Separation of Enantiomers of a Trifluoromethyl Substituted Dibenzosemibullvalenes

Autori
Mintas, Mladen ; Otočan, Klaudio ; Williard, Paul ; Kastner, Fritz ; Mannschreck, Albrecht

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Skup
XIII IUPAC Symposium on Photochemistry

Mjesto i datum
Coventry, Ujedinjeno Kraljevstvo, 22.07.1990. - 28.07.1990

Vrsta sudjelovanja
Poster

Vrsta recenzije
Nije recenziran

Ključne riječi
fotokemijska sinteza; odvajanje enantiomera; dibenzosemibulvaleni
(photochemical synthesis; separation of enantiomers)

Sažetak
Our interest in the photochemistry of 9-trifluoromethylanthracene ll led us to prepare and study the photochemical behaviour of the trifluoromethyil substituted dibenzobarrelene 2. This compound was obtained by the Diels-Alder cycloaddition of dimethylacetylene dicarboxylate (DMAD) to l. In solution 2 underwent the di -Π - methane photosenzitized rearrangement to afford the racemic mixture of the corresponding dibenzosembullvalene 3 whose structure was determined by their lH and l3C NMR spectra, and confirmed by X-ray crystallography. An unquivocal proof of chirality of 3 was obtained by separation of the enantiomers using high-performance liquid chromatography on tribenzoylcellulose.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA