Literature DB >> 28640395

From Borane to Borylene without Reduction: Ambiphilic Behavior of a Monovalent Silylisonitrile Boron Species.

Merle Arrowsmith1,2, Dominic Auerhammer1,2, Rüdiger Bertermann1,2, Holger Braunschweig1,2, Mehmet Ali Celik1, Julian Erdmannsdörfer1,2, Ivo Krummenacher1,2, Thomas Kupfer1,2.   

Abstract

Deprotonation of [(cAAC)BH2 (CN)] provided clean access to the stable boryl anion, [(cAAC)BH(CN)]- . Whereas the addition of soft electrophiles occurred at the nucleophilic boron center, harder silyl electrophiles added to the harder terminal cyano nitrogen. The resulting [(cAAC)BH(CNSiPh3 )] species behaved like a silylium boryl nucleophile as well as a neutral silylisonitrile borylene.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Group 14 elements; ambiphilic reactivity; boryl anions; borylenes; umpolung

Year:  2017        PMID： 28640395     DOI： 10.1002/anie.201705561

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


  6 in total

1.  Probing the Boundaries between Lewis-Basic and Redox Behavior of a Parent Borylene.

Authors:  Merle Arrowsmith; Sara Endres; Myron Heinz; Vincent Nestler; Max C Holthausen; Holger Braunschweig
Journal:  Chemistry       Date:  2021-11-11       Impact factor: 5.020

2.  Nucleophilic addition and substitution at coordinatively saturated boron by facile 1,2-hydrogen shuttling onto a carbene donor.

Authors:  Dominic Auerhammer; Merle Arrowsmith; Holger Braunschweig; Rian D Dewhurst; J Oscar C Jiménez-Halla; Thomas Kupfer
Journal:  Chem Sci       Date:  2017-08-04       Impact factor: 9.825

3.  Synthesis and reduction chemistry of mixed-Lewis-base-stabilised chloroborylenes.

Authors:  Merle Arrowsmith; Julia I Schweizer; Myron Heinz; Marcel Härterich; Ivo Krummenacher; Max C Holthausen; Holger Braunschweig
Journal:  Chem Sci       Date:  2019-04-08       Impact factor: 9.825

4.  Dismutation of Tricyanoboryllead Compounds: The Homoleptic Tetrakis(tricyanoboryl)plumbate Tetraanion.

Authors:  Mathias Häring; Christoph Kerpen; Tatjana Ribbeck; Philipp T Hennig; Rüdiger Bertermann; Nikolai V Ignat'ev; Maik Finze
Journal:  Angew Chem Int Ed Engl       Date:  2022-04-19       Impact factor: 16.823

5.  Striking transformations of the hydroborylene ligand in a HB:→NiII complex with isocyanides and CO.

Authors:  T J Hadlington; T Szilvási; M Driess
Journal:  Chem Sci       Date:  2018-02-05       Impact factor: 9.825

6.  Reduction of a dihydroboryl cation to a boryl anion and its air-stable, neutral hydroboryl radical through hydrogen shuttling.

Authors:  Stephan Hagspiel; Merle Arrowsmith; Felipe Fantuzzi; Alexander Hermann; Valerie Paprocki; Regina Drescher; Ivo Krummenacher; Holger Braunschweig
Journal:  Chem Sci       Date:  2019-11-25       Impact factor: 9.825
  6 in total

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