Literature DB >> 32100762

Halogenated triarylboranes: synthesis, properties and applications in catalysis.

Jamie L Carden1, Ayan Dasgupta, Rebecca L Melen.   

Abstract

Halogenated triarylboranes (BAr3) have been known for decades, however it has only been since the surge of interest in main group catalysis that their application as strong Lewis acid catalysts has been recognised. This review aims to look past the popular tris(pentafluorophenyl)borane [B(C6F5)3] to the other halogenated triarylboranes, to give a greater breadth of understanding as to how tuning the Lewis acidity of BAr3 by modifications of the aryl rings can lead to improved reactivity. In this review, a discussion on Lewis acidity determination of boranes is given, the synthesis of these boranes is discussed, and examples of how they are being used for catalysis and frustrated Lewis pair (FLP) chemistry are explained.

Entities:  

Year:  2020        PMID： 32100762     DOI： 10.1039/c9cs00769e

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN： 0306-0012            Impact factor:   54.564


  9 in total

1.  Glycosyl Exchange of Unactivated Glycosidic Bonds: Suppressing or Embracing Side Reactivity in Catalytic Glycosylations.

Authors:  Joshua L Martin; Girish C Sati; Tanmay Malakar; Jessica Hatt; Paul M Zimmerman; John Montgomery
Journal:  J Org Chem       Date:  2022-04-12       Impact factor: 4.198

2.  Site-Selective Csp3-Csp/Csp3-Csp2 Cross-Coupling Reactions Using Frustrated Lewis Pairs.

Authors:  Ayan Dasgupta; Katarina Stefkova; Rasool Babaahmadi; Brian F Yates; Niklaas J Buurma; Alireza Ariafard; Emma Richards; Rebecca L Melen
Journal:  J Am Chem Soc       Date:  2021-03-15       Impact factor: 15.419

Review 3.  Triarylborane Catalyzed Carbene Transfer Reactions Using Diazo Precursors.

Authors:  Ayan Dasgupta; Emma Richards; Rebecca L Melen
Journal:  ACS Catal       Date:  2021-12-17       Impact factor: 13.084

4.  A free boratriptycene-type Lewis superacid.

Authors:  Marcel Henkelmann; Andreas Omlor; Michael Bolte; Volker Schünemann; Hans-Wolfram Lerner; Jozef Noga; Peter Hrobárik; Matthias Wagner
Journal:  Chem Sci       Date:  2021-12-07       Impact factor: 9.825

5.  Primary trifluoroborate-iminiums enable facile access to chiral α-aminoboronic acids via Ru-catalyzed asymmetric hydrogenation and simple hydrolysis of the trifluoroborate moiety.

Authors:  Andrej Šterman; Izidor Sosič; Zdenko Časar
Journal:  Chem Sci       Date:  2022-01-26       Impact factor: 9.825

6.  Sigmatropic [1,5] Carbon Shift of Transient C3 Ammonium Enolates.

Authors:  Garrit Wicker; Rundong Zhou; Roland Schoch; Jan Paradies
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-10       Impact factor: 16.823

7.  Lewis Acid Assisted Brønsted Acid Catalysed Decarbonylation of Isocyanates: A Combined DFT and Experimental Study.

Authors:  Ayan Dasgupta; Yara van Ingen; Michael G Guerzoni; Kaveh Farshadfar; Jeremy M Rawson; Emma Richards; Alireza Ariafard; Rebecca L Melen
Journal:  Chemistry       Date:  2022-06-21       Impact factor: 5.020

Review 8.  Defunctionalisation catalysed by boron Lewis acids.

Authors:  Huaquan Fang; Martin Oestreich
Journal:  Chem Sci       Date:  2020-07-28       Impact factor: 9.825

9.  Triarylborane-Catalyzed Alkenylation Reactions of Aryl Esters with Diazo Compounds.

Authors:  Ayan Dasgupta; Katarína Stefkova; Rasool Babaahmadi; Lukas Gierlichs; Alireza Ariafard; Rebecca L Melen
Journal:  Angew Chem Int Ed Engl       Date:  2020-07-15       Impact factor: 15.336
  9 in total

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