Swmary. The first known stable crystaZline derivative of 5,6-didehydrodibenzo[a,e]eycZooctene 111, namely, 1,4,7,lO-tetramethyZ-5,6-didehydrodibenzo[a,e]cycZooctene (21, was prepared and unequivocalZy characterised.
1,4,7,10-tetramethyl-5,6-didehydrodibenzo [a,e]cyclooctene
β Scribed by Mei-Kuen Au; Tak-Wai Siu; Thomas C.W. Mak; Tze-Lock Chan
- Publisher
- Elsevier Science
- Year
- 1978
- Tongue
- French
- Weight
- 176 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
We report the synthesis and structural characterization of the title compound (z), the first known derivative of the intriguing dibenz-annelated planar conjugated eight-membered ring system'. Unlike its parent compound, hydrocarbon 2 was found to be thermally stable, undergoing no detectable decomposition at room temperature for periods up to several months. Reaction of 2,3-bis(bromomethyl)-P-xylene (l_) with 2,3-bis(mercaptomethyl)-Pxylene (2) in the presence of KOH in benzene-ethanol gave 1,4,8,11-tetramethyl-5,7,12,14-tetrahyd~odibenso[c,h][l,6]dithiecine (z)2, m.p. 218-220Β°, in 60% yield. Oxidation HS CH3 HS KOH, C~HI -EtOH
π SIMILAR VOLUMES
2a ~f 2b ist von groBem theoretischem Interesse'll. Bisher war nur der indirekte Nachweis des Diphenyl-['l und des Bis(dialkylamin~)-Derivats~~~ durch Abfangreaktionen gelungen. Wir berichten uber die blitzthermolytische Eneugung und Matrixisolierung von Cyclopropenyliden 2. Das Vorliegen von Cyclop