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1,4,7,10-tetramethyl-5,6-didehydrodibenzo [a,e]cyclooctene

✍ 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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✦ 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


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