✦ LIBER ✦

Use of Magnesium Anthracene·3THF in Synthesis: Generation of Grignard Compounds and Other Reactions with Organic Halides

✍ Scribed by Bogdanovi??, Borislav ;Janke, Nikolaus ;Kinzelmann, Hans-Georg

Publisher: Wiley (John Wiley & Sons)
Year: 1990
Tongue: English
Weight: 950 KB
Volume: 123
Category: Article
ISSN: 0009-2940
DOI: 10.1002/cber.19901230711

No coin nor oath required. For personal study only.

✦ Synopsis

Magnesium anthracene 1 Grignard compounds 1 Magnesium, active 1 Radical transfer reaction

Allenylmagnesium chloride

The course (a), (b), (c) (Scheme 1) of the reaction of magnesium anthracene . 3 THF (1) with organic halides (RX) is dependent on the nature of RX. With alkyl halides in THF 1 reacts as a nucleophile, whereby primary as well as secondary alkyl halides produce dialkyldihydroanthracenes (4 -4") and tertiary alkyl halides yield primarily monoalkyl-substituted dihydroanthracenes (2, 2'). With bromoand iodobenzene in THF 1 reacts predominantly as a radical with H atom abstraction from the solvent affording benzene and 9. The formation of Grignard compounds (5) and anthracene (6), originating from * ) Current address: Bayer AG, Dormagen.

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