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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 22, Number 4
BKCSDE 22(4)
April 20, 2001 

Selective Dehalogenative Homocoupling of Haloarylsulfonates by the Use of Palladium Catalyst
Tae-Soo Lee, Jeong Ho An, Jinhwan Kim, Jin-Young Bae
Palladium catalyst, Nickel catalyst, Haloarylsulfonate, Homocoupling.
The palladium catalyzed dehalogenative homocoupling of haloarylsulfonates under reductive conditions has proceeded selectively depending on the type of the halogen. Thus, an iodo or a bromo leaving group of haloarylsulfonates was homocoupled to give symmetrical biaryls in good yields with the sulfonate group intact, whereas a chloro leaving group gave no reaction under the conditions used. When the more reactive nickel catalyst was employed instead of the palladium catalyst in the reaction, both dehalogenative and desulfonative homocouplings of haloarylsulfonates occurred regardless of the type of the halogen used.
375 - 378
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