2-Biphenylylmagnesium iodide

This preparation is based on a procedure published by the submitters. 9-Phenylphenanthrene has been prepared previously by the reaction of phenyllithium with 9-chlorophelianthrene, by the high-temperature dehydrogenation with palladimn on charcoal of the Diels-Alder dimer of 1-phenyl-1,3-butadiene, and by the acid-catalyzed cyclization of the alcohol formed from the reaction of 2-biphenylylmagnesium iodide and 2-phenoxy-acetophenone. ... 

Bicyclo[2.2.1]hepta-2,5-diene, reaction with acetic acid to yield nortii-cyclyl acetate, 46, 74 Bicj clohexyl, 45, 61 2-Biphenylylmagnesium iodide, 46, 94 Bomyl chloride 46, 56 Bromination of y-butyrolactone, 46, 22 Bromine, reaction with i-butyrolactone in presence of red phosphorus, 46, 22... 

Biphenylylmagnesium iodide, 45, 94 2,2VBipyridine, 46, 5 2,2 -Bipyxidines, substituted, from al-kylpyridines, 46, 9... 

The situation with 1,2,3,4-tetrahalobenzenes and Grignard reagents is somewhat more complex. The major products ca 50% yield) from 642 and unhindered aryl Grignards were 1,2,3-triarylbenzenes 643, with minor amounts of diarylbenzene 644 For example, the novel polyphenyl 645 was synthesized in one step and 30% overall yield from 642 (X = Br, Y = Cl) and 4-biphenylylmagnesium bromide, with a methyl iodide quench. However, with the hindered mesitylmagnesium bromide, the product was the 1,2,4-trimesitylbenzene, not the 1,2,3-isomer. 

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