Literature DB >> 18507385

Effective Pd-nanoparticle (PdNP)-catalyzed Negishi coupling involving alkylzinc reagents at room temperature.

Jing Liu1, Yi Deng, Haibo Wang, Hua Zhang, Ganxiang Yu, Bingbin Wu, Heng Zhang, Qiang Li, Todd B Marder, Zhen Yang, Aiwen Lei.   

Abstract

Pd(OAc)(2) is an efficient catalyst precursor for Negishi coupling in the presence of Bu(4)NBr. Secondary and primary alkylzinc reagents with beta-H and arylzinc reagents all reacted with aryl iodides at temperatures as low as -20 degrees C, giving moderate to good yields. One example of coupling between alkynylzinc reagents and aryl iodides was tested and the yield was good. Preliminary kinetic studies indicated that the process involved PdNPs as the active catalytic species.

Entities:  

Year:  2008        PMID: 18507385     DOI: 10.1021/ol8007342

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

Review 1.  Advances in transition metal (Pd, Ni, Fe)-catalyzed cross-coupling reactions using alkyl-organometallics as reaction partners.

Authors:  Ranjan Jana; Tejas P Pathak; Matthew S Sigman
Journal:  Chem Rev       Date:  2011-02-14       Impact factor: 60.622

2.  Zn-mediated, Pd-catalyzed cross-couplings in water at room temperature without prior formation of organozinc reagents.

Authors:  Arkady Krasovskiy; Christophe Duplais; Bruce H Lipshutz
Journal:  J Am Chem Soc       Date:  2009-11-04       Impact factor: 15.419

3.  C-C bond formation via copper-catalyzed conjugate addition reactions to enones in water at room temperature.

Authors:  Bruce H Lipshutz; Shenlin Huang; Wendy Wen Yi Leong; Guofu Zhong; Nicholas A Isley
Journal:  J Am Chem Soc       Date:  2012-11-28       Impact factor: 15.419

Review 4.  Pd-Catalyzed Cross-Couplings: On the Importance of the Catalyst Quantity Descriptors, mol % and ppm.

Authors:  Christopher S Horbaczewskyj; Ian J S Fairlamb
Journal:  Org Process Res Dev       Date:  2022-07-11       Impact factor: 3.858

  4 in total

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