Literature DB >> 27425194

Lewis acid catalysis: catalytic hydroboration of alkynes initiated by Piers' borane.

Mirco Fleige1, Juri Möbus, Thorsten Vom Stein, Frank Glorius, Douglas W Stephan.   

Abstract

Terminal and internal alkynes are efficiently hydroborated to (E)-alkenyl pinacol boronic esters with excellent yields and selectivities using a Lewis acid catalyst. In the case of Piers' borane (HB(C6F5)2) the borane acts as a pre-catalyst generating dissymmetrically gem-diborylated species of the form RCH2CR'(Bpin)(B(C6F5)2) which are the active catalysts.

Entities:  

Year:  2016        PMID: 27425194     DOI: 10.1039/c6cc05360b

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

Review 1.  Activation of Si-H and B-H bonds by Lewis acidic transition metals and p-block elements: same, but different.

Authors:  Pablo Ríos; Amor Rodríguez; Salvador Conejero
Journal:  Chem Sci       Date:  2022-06-06       Impact factor: 9.969

2.  Tris(2,4,6-trifluorophenyl)borane: An Efficient Hydroboration Catalyst.

Authors:  James R Lawson; Lewis C Wilkins; Rebecca L Melen
Journal:  Chemistry       Date:  2017-07-27       Impact factor: 5.236

3.  Copper-Catalyzed Triboration of Terminal Alkynes Using B2 pin2 : Efficient Synthesis of 1,1,2-Triborylalkenes.

Authors:  Xiaocui Liu; Wenbo Ming; Alexandra Friedrich; Florian Kerner; Todd B Marder
Journal:  Angew Chem Int Ed Engl       Date:  2019-11-19       Impact factor: 15.336

  3 in total

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