title: Parallel and combinatorial liquid-phase synthesis of alkylbiphenyls using pentaerythritol support.
abstract: Unfunctionalized alkylbiphenyls were fabricated by a parallel and combinatorial synthesis using pentaerythritol as a tetrapodal soluble support for a sulfonate-based traceless multifunctional linker system. Nickel N-heterocyclic carbene-catalyzed reactions of pentaerythritol tetrakis(biphenylsulfonate)s with primary alkylmagnesium bromides generated the alkylbiphenyl derivatives by desulfitative cleavage/cross-coupling of the C-S bond without any "memory" of the attachment on the support. Though the reactions were completed with sufficient yields in 12 h at room temperature, even with only 1.5 equiv of nucleophiles, they still retained the benefits of facile isolation observed in polymer-supported reactions.
authors.affiliation: School of Chemical Engineering and Materials Science, Chung-Ang University , 221 Heukseok-dong, Dongjak-gu, Seoul 156-756, Republic of Korea.
authors.forename: Wang-Kyu
authors.initials: WK
authors.lastname: Kim
authors.forename: Jong-Hoon
authors.initials: JH
authors.lastname: Jang
authors.forename: Hyunjong
authors.initials: H
authors.lastname: Jo
authors.forename: Kwangyong
authors.initials: K
authors.lastname: Park
mesh_terms: D001713:Biphenyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques / Q000379:methods; D008697:Methane / Q000031:analogs & derivatives / Q000737:chemistry; D009532:Nickel / Q000737:chemistry; D011409:Propylene Glycols / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D001713:Biphenyl Compounds; D011409:Propylene Glycols; C030011:carbene; D009532:Nickel; D008697:Methane; C008783:pentaerythritol
keywords: combinatorial synthesis; multifunctional cleavage; pentaerythritol; traceless linker