Literature DB >> 12841759

Regioselective [2 + 2 + 2] cycloaddition of a nickel-benzyne complex with 1,3-diynes.

Kimberly R Deaton1, Mary S Gin.   

Abstract

[reaction: see text] Reactions of nickel(0)-benzyne complexes with a range of symmetrically substituted 1,3-diynes in the presence of triethylphosphine lead to the regioselective formation of 2,3-dialkynyl naphthalenes. The regioselectivity can be reversed when the diyne possesses substituents of high steric bulk, allowing selective formation of either symmetric dialkynyl naphthalene.

Entities:  

Year:  2003        PMID: 12841759     DOI: 10.1021/ol034720x

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


  4 in total

1.  Selectivity in the ruthenium-catalyzed alder ene reactions of di- and triynes.

Authors:  Eun Jin Cho; Daesung Lee
Journal:  J Am Chem Soc       Date:  2007-05-08       Impact factor: 15.419

2.  A Rhodium(I)-Xylyl-BINAP Catalyzed Asymmetric Ynamide-[2 + 2 + 2] Cycloaddition in the Synthesis of Optically Enriched N,O-Biaryls.

Authors:  Jossian Oppenheimer; Whitney L Johnson; Ruth Figueroa; Ryuji Hayashi; Richard P Hsung
Journal:  Tetrahedron       Date:  2009-06-27       Impact factor: 2.457

3.  Enhanced Catalytic Activity of Nickel Complexes of an Adaptive Diphosphine-Benzophenone Ligand in Alkyne Cyclotrimerization.

Authors:  Alessio F Orsino; Manuel Gutiérrez Del Campo; Martin Lutz; Marc-Etienne Moret
Journal:  ACS Catal       Date:  2019-01-31       Impact factor: 13.084

4.  Extension of the Simmons-Smith reaction to metal-carbynes: efficient synthesis of metallacyclopropenes with σ-aromaticity.

Authors:  Fanping Huang; Xuejuan Zheng; Xinlei Lin; Linting Ding; Qingde Zhuo; Ting Bin Wen; Hong Zhang; Haiping Xia
Journal:  Chem Sci       Date:  2020-09-03       Impact factor: 9.825

  4 in total

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