YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Dibenzothiepin誘導体およびその関連化合物(第1報)11-Phenyl-6,11-dihydrodibenzo[b, e]thiepin-11-ylium Salt類の単離とその新規な脱水素環化反応
堀 幹夫片岡 貞清水 洋小野木 和弘
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1978 年 98 巻 9 号 p. 1189-1197

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As a fundamental study on dibenzothiepins, reaction of 11-phenyl-6, 11-dihydrodibenzo [b, e] thiepin-11-ol (10) or 11-chloro-11-phenyl-6, 11-dihydrodibenzo [b, e] thiepin (14) with triphenylmethyl cation or SbCl5 was examined under various conditions. 11-Phenyl-6, 11-dihydrodibenzo [b, e] thiepin-11-ylium salt (8) was isolated as a black powder (perchlorate) and a green powder (hexachloroantimonate), but BF4 salt was obtained only as a solution. Treatment of the hexachloroantimonate with excess of SbCl5 was found to result in a novel dehydrocyclization reaction to give selectively 9, 13b-dihydrofluoreno [1, 9a, 9-c, d] [2]-benzothiepin-13b-ylium hexachloroantimonate (19). Some discussions were made on the mechanism of the formation of 19.

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