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Citation
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HERO ID
7664283
Reference Type
Journal Article
Title
Preparation of dl-dibenzo[c,g]phenanthrene by using benzyl-type binaphthyl disulfone
Author(s)
An, DL; Tan, XH; Peng, ZH; Shao, G; ,
Year
2003
Is Peer Reviewed?
1
Journal
Gaodeng Xuexiao Huaxue Xuebao / Chemical Journal of Chinese Universities
ISSN:
0251-0790
Publisher
HIGHER EDUCATION PRESS
Location
BEIJING
Page Numbers
2218-2220
Web of Science Id
WOS:000187660500020
Abstract
We reported that a benzyl-type binaphthyl disulfone could be conveniently converted into dibenzo[c,g]phenanthrene. Thus, racemic 1 was treated with lithium diisopropylamide (LDA) afforded dl-dibenzo[c,g]phenanthrene in a moderate yield, together with an unknown benzensulfonyl-substituted derivative 2. The structures were confirmed by MS, H-1, C-13 NMR and elemental analysis. The reaction might involve the initial intramolecular nucleophilic substitution to produce an intermediate 3, followed by elimination of benzenesulfinic acid to form dibenzo[c,g]phenanthrene.
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