Literature DB >> 23878717

Carbene-Stabilized Main Group Radicals and Radical Ions.

Caleb D Martin1, Michele Soleilhavoup, Guy Bertrand.   

Abstract

Shortly after their discovery at the end of the 80s, stable singlet carbenes have been recognized as excellent ligands for trann class="Chemical">sition metal based catalysts, and as organo-catalysts in their own right. At the end of the 2000s, it has been shown that they can coordinate main group elements in their zero oxidation state, and even activate small molecules. This review covers examples in the literature dealing with the most recent application of stable singlet carbenes, namely their use to stabilize radicals and radical ions that are otherwise unstable.

Entities:  

Year:  2013        PMID: 23878717      PMCID: PMC3714118          DOI: 10.1039/C3SC51174J

Source DB:  PubMed          Journal:  Chem Sci        ISSN: 2041-6520            Impact factor:   9.825


  106 in total

1.  CO fixation to stable acyclic and cyclic alkyl amino carbenes: stable amino ketenes with a small HOMO-LUMO gap.

Authors:  Vincent Lavallo; Yves Canac; Bruno Donnadieu; Wolfgang W Schoeller; Guy Bertrand
Journal:  Angew Chem Int Ed Engl       Date:  2006-05-19       Impact factor: 15.336

2.  Planar, twisted, and trans-bent: conformational flexibility of neutral diborenes.

Authors:  Yuzhong Wang; Brandon Quillian; Pingrong Wei; Yaoming Xie; Chaitanya S Wannere; R Bruce King; Henry F Schaefer; Paul V R Schleyer; Gregory H Robinson
Journal:  J Am Chem Soc       Date:  2008-02-21       Impact factor: 15.419

3.  Beyond conventional N-heterocyclic carbenes: abnormal, remote, and other classes of NHC ligands with reduced heteroatom stabilization.

Authors:  Oliver Schuster; Liangru Yang; Helgard G Raubenheimer; Martin Albrecht
Journal:  Chem Rev       Date:  2009-08       Impact factor: 60.622

4.  Carbene stabilization of diarsenic: from hypervalency to allotropy.

Authors:  Mariham Y Abraham; Yuzhong Wang; Yaoming Xie; Pingrong Wei; Henry F Schaefer; P von R Schleyer; Gregory H Robinson
Journal:  Chemistry       Date:  2010-01-11       Impact factor: 5.236

5.  Stable tetraaryldiphosphine radical cation and dication.

Authors:  Xiaobo Pan; Yuanting Su; Xiaoyu Chen; Yue Zhao; Yizhi Li; Jinglin Zuo; Xinping Wang
Journal:  J Am Chem Soc       Date:  2013-04-05       Impact factor: 15.419

6.  Electron paramagnetic resonance and computational studies of radicals derived from boron-substituted N-heterocyclic carbene boranes.

Authors:  John C Walton; Malika Makhlouf Brahmi; Julien Monot; Louis Fensterbank; Max Malacria; Dennis P Curran; Emmanuel Lacôte
Journal:  J Am Chem Soc       Date:  2011-06-14       Impact factor: 15.419

7.  N-heterocyclic carbene boryl radicals: a new class of boron-centered radical.

Authors:  Shau-Hua Ueng; Andrey Solovyev; Xinting Yuan; Steven J Geib; Louis Fensterbank; Emmanuel Lacôte; Max Malacria; Martin Newcomb; John C Walton; Dennis P Curran
Journal:  J Am Chem Soc       Date:  2009-08-12       Impact factor: 15.419

8.  Synthesis and characterization of B-heterocyclic π-radical and its reactivity as a boryl radical.

Authors:  Yoshitaka Aramaki; Hideki Omiya; Makoto Yamashita; Koji Nakabayashi; Shin-ichi Ohkoshi; Kyoko Nozaki
Journal:  J Am Chem Soc       Date:  2012-12-03       Impact factor: 15.419

9.  Dioxygen activation by a low-valent cobalt complex employing a flexible tripodal N-heterocyclic carbene ligand.

Authors:  Xile Hu; Ingrid Castro-Rodriguez; Karsten Meyer
Journal:  J Am Chem Soc       Date:  2004-10-20       Impact factor: 15.419

10.  An isolable NHC-supported silanone.

Authors:  Yun Xiong; Shenglai Yao; Matthias Driess
Journal:  J Am Chem Soc       Date:  2009-06-10       Impact factor: 15.419

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  32 in total

1.  Titanium Imido Complexes via Displacement of -SiMe3 and C-H Bond Activation in a Ti(III) Amido Complex, Promoted by a Cyclic (Alkyl)(Amino) Carbene (cAAC).

Authors:  Qing Ye; Micah S Ziegler; K V Lakshmi; T Don Tilley
Journal:  Eur J Inorg Chem       Date:  2017-05-11       Impact factor: 2.524

2.  Oxidative Generation of Boron-Centered Radicals in Carboranes.

Authors:  Harrison A Mills; Joshua L Martin; Arnold L Rheingold; Alexander M Spokoyny
Journal:  J Am Chem Soc       Date:  2020-03-03       Impact factor: 15.419

3.  Stabilization of elusive silicon oxides.

Authors:  Yuzhong Wang; Mingwei Chen; Yaoming Xie; Pingrong Wei; Henry F Schaefer; Paul von R Schleyer; Gregory H Robinson
Journal:  Nat Chem       Date:  2015-04-20       Impact factor: 24.427

4.  Tuning the electrochemical potential of perfunctionalized dodecaborate clusters through vertex differentiation.

Authors:  Alex I Wixtrom; Zeeshan A Parvez; Miles D Savage; Elaine A Qian; Dahee Jung; Saeed I Khan; Arnold L Rheingold; Alexander M Spokoyny
Journal:  Chem Commun (Camb)       Date:  2018-06-05       Impact factor: 6.222

5.  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

6.  An overview of N-heterocyclic carbenes.

Authors:  Matthew N Hopkinson; Christian Richter; Michael Schedler; Frank Glorius
Journal:  Nature       Date:  2014-06-26       Impact factor: 49.962

7.  One- and Two-Electron Transfer Oxidation of 1,4-Disilabenzene with Formation of Stable Radical Cations and Dications.

Authors:  Yilin Chen; Zhikang Chen; Liuyin Jiang; Jiancheng Li; Yiling Zhao; Hongping Zhu; Herbert W Roesky
Journal:  Chemistry       Date:  2021-12-16       Impact factor: 5.020

Review 8.  Phosphorus-ylides: powerful substituents for the stabilization of reactive main group compounds.

Authors:  Abir Sarbajna; V S V S N Swamy; Viktoria H Gessner
Journal:  Chem Sci       Date:  2020-07-17       Impact factor: 9.825

9.  Isolation of singlet carbene derived 2-phospha-1,3-butadienes and their sequential one-electron oxidation to radical cations and dications.

Authors:  Mahendra K Sharma; Sebastian Blomeyer; Timo Glodde; Beate Neumann; Hans-Georg Stammler; Alexander Hinz; Maurice van Gastel; Rajendra S Ghadwal
Journal:  Chem Sci       Date:  2020-01-06       Impact factor: 9.825

10.  Isolation of bis(copper) key intermediates in Cu-catalyzed azide-alkyne "click reaction".

Authors:  Liqun Jin; Daniel R Tolentino; Mohand Melaimi; Guy Bertrand
Journal:  Sci Adv       Date:  2015-06-12       Impact factor: 14.136

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