Literature DB >> 30430694

Reactivity of Highly Lewis-Acidic Diborane(4) toward C≡N and N=N Bonds: Uncatalyzed Addition and N=N Bond-Cleavage Reactions.

Yuhei Katsuma1, Linlin Wu2, Zhenyang Lin2, Seiji Akiyama3, Makoto Yamashita3.   

Abstract

The diboration of the C≡N bond in organic nitriles, and the N=N bond in azobenzene and pyridazine, by the highly Lewis-acidic tetra(o-tolyl)diborane(4) are reported. In the reactions with nitriles, azobenzene, and pyridazine, the addition of diborane(4) to the C≡N and N=N bonds was observed. Conversely, the N=N bond in phthalazine was cleaved by an addition/rearomatization sequence.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  diboranes; diboration; multiple bonds; reaction mechanisms; structure elucidation

Year:  2018        PMID： 30430694     DOI： 10.1002/anie.201812692

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  2 in total

1.  Sterically Unprotected Nucleophilic Boron Cluster Reagents.

Authors:  Xin Mu; Jonathan C Axtell; Nicholas A Bernier; Kent O Kirlikovali; Dahee Jung; Alexander Umanzor; Kevin Qian; Xiangyang Chen; Katherine L Bay; Monica Kirollos; Arnold L Rheingold; K N Houk; Alexander M Spokoyny
Journal:  Chem       Date:  2019-08-22       Impact factor: 22.804

2.  Reactions of B2 (o-tolyl)4 with Boranes: Assembly of the Pentaborane(9), HB[B(o-tolyl)(μ-H)]4.

Authors:  Karlee L Bamford; Zheng-Wang Qu; Douglas W Stephan
Journal:  Angew Chem Int Ed Engl       Date:  2021-03-04       Impact factor: 15.336
  2 in total

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