Literature DB >> 32379466

Hidden Boron Catalysis: Nucleophile-Promoted Decomposition of HBpin.

Andrew D Bage1, Thomas A Hunt2, Stephen P Thomas1.   

Abstract

Simple nucleophiles with structural similarities to known hydroboration catalysts can readily mediate the formation of BH3 and borohydride species from pinacolborane (HBpin). Alkyne and alkene hydroboration reactions were successfully mediated by nucleophiles through BH3 generation, with BH3-catalyzed hydroboration found to dominate catalysis. NMR spectroscopy and kinetic analyses showed that the nucleophiles NaOtBu, Na[N(SiMe3)2], nBu2Mg, and nBuLi only promoted the formation of BH3 and were not "true" hydroboration catalysts.

Entities:  

Year:  2020        PMID： 32379466     DOI： 10.1021/acs.orglett.0c01168

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


  10 in total

1.  Solvent-free hydroboration of alkynes catalyzed by an NHC-cobalt complex.

Authors:  Małgorzata Bołt; Patrycja Żak
Journal:  RSC Adv       Date:  2022-06-27       Impact factor: 4.036

Review 2.  s-Block Metal Catalysts for the Hydroboration of Unsaturated Bonds.

Authors:  Marc Magre; Marcin Szewczyk; Magnus Rueping
Journal:  Chem Rev       Date:  2022-03-07       Impact factor: 72.087

3.  t BuOLi-Promoted Hydroboration of Esters and Epoxides.

Authors:  Yinyin Shi; Yue Wang; Zhefan Huang; Fangjun Zhang; Yinlin Shao
Journal:  ACS Omega       Date:  2022-05-25

4.  Lithium bromide: an inexpensive and efficient catalyst for imine hydroboration with pinacolborane at room temperature.

Authors:  Hanbi Kim; Hyun Tae Kim; Ji Hye Lee; Hyonseok Hwang; Duk Keun An
Journal:  RSC Adv       Date:  2020-09-17       Impact factor: 4.036

5.  Pincer-Supported Gallium Complexes for the Catalytic Hydroboration of Aldehydes, Ketones and Carbon Dioxide.

Authors:  Lingyu Liu; Siu-Kwan Lo; Cory Smith; Jose M Goicoechea
Journal:  Chemistry       Date:  2021-10-27       Impact factor: 5.020

6.  Boric acid as a precatalyst for BH3-catalyzed hydroboration.

Authors:  Julien Légaré Lavergne; Hoang-Minh To; Frédéric-Georges Fontaine
Journal:  RSC Adv       Date:  2021-09-28       Impact factor: 3.361

Review 7.  Recent advances in transition metal-free catalytic hydroelementation (E = B, Si, Ge, and Sn) of alkynes.

Authors:  Vitthal B Saptal; Ruibin Wang; Sehoon Park
Journal:  RSC Adv       Date:  2020-12-07       Impact factor: 4.036

Review 8.  Main group bimetallic partnerships for cooperative catalysis.

Authors:  Jose M Gil-Negrete; Eva Hevia
Journal:  Chem Sci       Date:  2020-10-16       Impact factor: 9.825

9.  Selective hydroboration of unsaturated bonds by an easily accessible heterotopic cobalt catalyst.

Authors:  Chuhan Li; Shuo Song; Yuling Li; Chang Xu; Qiquan Luo; Yinlong Guo; Xiaoming Wang
Journal:  Nat Commun       Date:  2021-06-21       Impact factor: 14.919

10.  Photocontrolled Cobalt Catalysis for Selective Hydroboration of α,β-Unsaturated Ketones.

Authors:  Frédéric Beltran; Enrico Bergamaschi; Ignacio Funes-Ardoiz; Christopher J Teskey
Journal:  Angew Chem Int Ed Engl       Date:  2020-09-11       Impact factor: 15.336
  10 in total

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