Literature DB >> 27139814

Direct and Base-Catalyzed Diboration of Alkynes Using the Unsymmetrical Diborane(4), pinB-BMes2.

Chiemi Kojima1, Ka-Ho Lee2, Zhenyang Lin2, Makoto Yamashita1.   

Abstract

In the absence of transition metal catalysts, the unsymmetrical diborane(4), pinB-BMes2, reacted with alkynes to afford diborylalkenes. The isomer ratio of the products could be controlled via temperature, solvent, and additive(s). A reaction mechanism was proposed on the basis of two isolated intermediates, and this reaction could furthermore be applied to synthesize a luminescent molecule.

Entities:  

Year:  2016        PMID： 27139814     DOI： 10.1021/jacs.6b03686

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  6 in total

1.  Cobalt-Catalyzed 1,1-Diboration of Terminal Alkynes: Scope, Mechanism, and Synthetic Applications.

Authors:  Simon Krautwald; Máté J Bezdek; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2017-03-01       Impact factor: 15.419

2.  Super electron donors derived from diboron.

Authors:  Li Zhang; Lei Jiao
Journal:  Chem Sci       Date:  2018-02-12       Impact factor: 9.825

3.  Regio- and Stereoselective Synthesis of 1,1-Diborylalkenes via Brønsted Base-Catalyzed Mixed Diboration of Alkynyl Esters and Amides with BpinBdan.

Authors:  Xiaocui Liu; Wenbo Ming; Xiaoling Luo; Alexandra Friedrich; Jan Maier; Udo Radius; Webster L Santos; Todd B Marder
Journal:  European J Org Chem       Date:  2020-03-18

4.  Mechanistic study on the reaction of pinB-BMes2 with alkynes based on experimental investigation and DFT calculations: gradual change of mechanism depending on the substituent.

Authors:  Linlin Wu; Chiemi Kojima; Ka-Ho Lee; Shogo Morisako; Zhenyang Lin; Makoto Yamashita
Journal:  Chem Sci       Date:  2021-06-17       Impact factor: 9.825

5.  Selective Boryl-Anion Migration in a Vinyl sp2 -sp3 Diborane Induced by Soft Borane Lewis Acids.

Authors:  Valerio Fasano; Jessica Cid; Richard J Procter; Emily Ross; Michael J Ingleson
Journal:  Angew Chem Int Ed Engl       Date:  2018-09-10       Impact factor: 15.336

6.  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
  6 in total

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