Literature DB >> 25267591

Synthesis and reactivity of a CAAC-aminoborylene adduct: a hetero-allene or an organoboron isoelectronic with singlet carbenes.

Fatme Dahcheh1, David Martin, Douglas W Stephan, Guy Bertrand.   

Abstract

A one-electron reduction of a cyclic (alkyl)(amino)carbene (CAAC)-bis(trimethylsilyl)aminodichloroborane adduct leads to a stable aminoboryl radical. A second one-electron reduction gives rise to a CAAC-aminoborylene adduct, which features an allenic structure. However, in manner similar to that of stable electrophilic singlet carbenes, this compound activates small molecules, such as CO and H2.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  boron; carbine; carbon monoxide; dihydrogen activation; main-group adducts

Year:  2014        PMID： 25267591     DOI： 10.1002/anie.201408371

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


  21 in total

1.  Inorganic chemistry: Peculiar boron startles again.

Authors:  Gernot Frenking
Journal:  Nature       Date:  2015-06-18       Impact factor: 49.962

2.  Superelectrophilicity of 1,2-Azaborine: Formation of Xenon and Carbon Monoxide Adducts.

Authors:  Klara Edel; Jacob S A Ishibashi; Shih-Yuan Liu; Holger F Bettinger
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-20       Impact factor: 15.336

3.  Multiple complexation of CO and related ligands to a main-group element.

Authors:  Holger Braunschweig; Rian D Dewhurst; Florian Hupp; Marco Nutz; Krzysztof Radacki; Christopher W Tate; Alfredo Vargas; Qing Ye
Journal:  Nature       Date:  2015-06-18       Impact factor: 49.962

4.  NHC induced radical formation via homolytic cleavage of B-B bonds and its role in organic reactions.

Authors:  Laura Kuehn; Ludwig Zapf; Luis Werner; Martin Stang; Sabrina Würtemberger-Pietsch; Ivo Krummenacher; Holger Braunschweig; Emmanuel Lacôte; Todd B Marder; Udo Radius
Journal:  Chem Sci       Date:  2022-06-07       Impact factor: 9.969

Review 5.  Recent Advances in the Domain of Cyclic (Alkyl)(Amino) Carbenes.

Authors:  Saroj Kumar Kushvaha; Ankush Mishra; Herbert W Roesky; Kartik Chandra Mondal
Journal:  Chem Asian J       Date:  2022-02-26

6.  Generation of 1,2-azaboretidines via reduction of ADC borane adducts.

Authors:  H Braunschweig; A Gackstatter; T Kupfer; T Scheller; F Hupp; A Damme; N Arnold; W C Ewing
Journal:  Chem Sci       Date:  2015-04-16       Impact factor: 9.825

7.  Boron compounds tackle dinitrogen.

Authors:  Daniël L J Broere; Patrick L Holland
Journal:  Science       Date:  2018-02-23       Impact factor: 47.728

8.  Ambiphilic boron in 1,4,2,5-diazadiborinine.

Authors:  Baolin Wang; Yongxin Li; Rakesh Ganguly; Hajime Hirao; Rei Kinjo
Journal:  Nat Commun       Date:  2016-06-09       Impact factor: 14.919

9.  Diverse reactivity of a tricoordinate organoboron L2PhB: (L = oxazol-2-ylidene) towards alkali metal, group 9 metal, and coinage metal precursors.

Authors:  Lingbing Kong; Rakesh Ganguly; Yongxin Li; Rei Kinjo
Journal:  Chem Sci       Date:  2015-02-23       Impact factor: 9.825

10.  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
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