Journal of Organic Chemistry p. 603 - 607 (1982)
Update date:2022-09-26
Topics:
Buchanan, A. C.
Dworkin, A. S.
Smith, G. P.
Anthracene and naphthacene are selectively hydrogenated by tetralin to 9,10-dihydroanthracene and 5,12-dihydronaphthacene, respectively, in a reaction that is catalyzed by molten SbCl3 at 80 deg C.In situ 1H NMR studies indicate that under similar conditions, phenanthrene and pyrene do not react, while perylene is partially oxidized to a persistent radical cation.For the tetralin transfer hydrogenation of anthracene and naphthacene, product analysis shows that no naphthalene is formed, but that the dehydrogenated tetralin reacts with itself and unreacted arene to givealkylated products.These transfer hydrogenation reactions can best be explained by a redox initiated ionic mechanism involving the arene radical cation and the 1-tetralyl cation (1,2,3,4-tetrahydro-1-naphthalenylium ion) as key intermediates.
View MoreHebei Tianxiang Biological & Pharmaceutical Co., Ltd
Contact:86-0312-6615158
Address:No 42 fazhan street qingyuan county
Contact:86-0510-85133006
Address:hubin road NO157
Contact:+86-0760-85282375
Address:zhongjing road,zhongshan torch hi-tech industrial development zone
Shanghai SMEC Trading Co., Ltd.
website:http://www.shanghaismec.com
Contact:+86-21-68811293
Address:ROOM 1101,NO.800 SHANGCHENG RD,SHANGHAI,CHINA
Shandong Dayi Chemical Co., Ltd.
website:http://www.dayi.com.cn
Contact:+86- 535-7388728. 15306386031
Address:No 1 Danya west road, Laiyang City, Shandong province
Doi:10.1016/S0040-4020(01)88885-2
(1981)Doi:10.1248/cpb.29.2393
(1981)Doi:10.1002/hlca.200490208
(2004)Doi:10.1007/BF00905473
(1981)Doi:10.1021/jm00346a013
(1982)Doi:10.1002/jlac.198119811219
(1981)