Literature DB >> 30175889

Borane-Induced Dimerization of Arylallenes.

Xin Tao1, Constantin G Daniliuc1, Dustin Dittrich1, Gerald Kehr1, Gerhard Erker1.   

Abstract

A series of arylallenes react with HB(C6 F5 )2 in a 2:1 molar ratio to give the tail-to-tail 1,6-diaryl-2-boryl-hexa-1,5-diene coupling products. The reaction of the phenylallene substrate with HB(C6 F5 )2 was shown to initially give the 2-boryl-3,4-diphenyl-1,5-hexadiene head-to-head coupling product which then rearranged, by a thermally induced Cope rearrangement, into the final product.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  allenes; boron; dimerization; reaction mechanisms; rearrangements

Year:  2018        PMID: 30175889     DOI: 10.1002/anie.201808436

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


  5 in total

1.  Borane-induced ring closure reaction of oligomethylene-linked bis-allenes.

Authors:  Xin Tao; Karel Škoch; Constantin G Daniliuc; Gerald Kehr; Gerhard Erker
Journal:  Chem Sci       Date:  2019-12-18       Impact factor: 9.825

2.  Halogenoborane mediated allene cyclooligomerization.

Authors:  Xin Tao; Christian Wölke; Constantin G Daniliuc; Gerald Kehr; Gerhard Erker
Journal:  Chem Sci       Date:  2019-01-02       Impact factor: 9.825

3.  Piers' Borane-Induced Tetramerization of Arylacetylenes.

Authors:  Max Hasenbeck; Tizian Müller; Arthur Averdunk; Jonathan Becker; Urs Gellrich
Journal:  Chemistry       Date:  2021-12-28       Impact factor: 5.020

4.  Copper-Catalyzed Borylation of Acyl Chlorides with an Alkoxy Diboron Reagent: A Facile Route to Acylboron Compounds.

Authors:  Xiaolei Zhang; Alexandra Friedrich; Todd B Marder
Journal:  Chemistry       Date:  2022-06-13       Impact factor: 5.020

5.  1,2-Carboboration of Arylallenes by In Situ Generated Alkenylboranes for the Synthesis of 1,4-Dienes.

Authors:  Arthur Averdunk; Max Hasenbeck; Tizian Müller; Jonathan Becker; Urs Gellrich
Journal:  Chemistry       Date:  2022-04-21       Impact factor: 5.020

  5 in total

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