Literature DB >> 24623450

C4 cumulene and the corresponding air-stable radical cation and dication.

Yan Li1, Kartik Chandra Mondal, Prinson P Samuel, Hongping Zhu, Claudia M Orben, Saravanan Panneerselvam, Birger Dittrich, Brigitte Schwederski, Wolfgang Kaim, Totan Mondal, Debasis Koley, Herbert W Roesky.   

Abstract

A neutral C4 cumulene 1 that includes a cyclic alkyl(amino) carbene (cAAC), its air-stable radical cation 1(·+) , and dication 1(2+) have been synthesized. The redox property of 1(·+) was studied by cyclic voltammetry. EPR and theoretical calculations show that the unpaired electron in 1(·+) is mainly delocalized over the central C4 backbone. The commercially available CBr4 is utilized as a source of dicarbon in the cumulene synthesis.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  cumulenes; cyclic alkyl(amino) carbenes; dications; radical ions; theoretical calculations

Year:  2014        PMID: 24623450     DOI: 10.1002/anie.201310975

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


  9 in total

Review 1.  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

2.  Phosphine and carbene azido-cations: [(L)N3]+ and [(L)2N3].

Authors:  Daniel Winkelhaus; Michael H Holthausen; Roman Dobrovetsky; Douglas W Stephan
Journal:  Chem Sci       Date:  2015-07-21       Impact factor: 9.825

3.  Carbene derived diradicaloids - building blocks for singlet fission?

Authors:  Julian Messelberger; Annette Grünwald; Piermaria Pinter; Max M Hansmann; Dominik Munz
Journal:  Chem Sci       Date:  2018-07-02       Impact factor: 9.825

Review 4.  Stable cyclic (alkyl)(amino)carbene (cAAC) radicals with main group substituents.

Authors:  Subrata Kundu; Soumen Sinhababu; Vadapalli Chandrasekhar; Herbert W Roesky
Journal:  Chem Sci       Date:  2019-04-08       Impact factor: 9.825

5.  An Air-Stable Alkene-Derived Organic Radical Cation.

Authors:  Rahul Kumar; Shubhadeep Chandra; Mithilesh Kumar Nayak; Arijit Singha Hazari; Benedict J Elvers; Carola Schulzke; Biprajit Sarkar; Anukul Jana
Journal:  ACS Omega       Date:  2021-12-23

6.  A crystalline radical cation derived from Thiele's hydrocarbon with redox range beyond 1 V.

Authors:  Ying Kai Loh; Petra Vasko; Caitilín McManus; Andreas Heilmann; William K Myers; Simon Aldridge
Journal:  Nat Commun       Date:  2021-12-03       Impact factor: 14.919

7.  The curious case of a sterically crowded Stenhouse salt.

Authors:  Valentin Théry; Florian Molton; Selim Sirach; Neven Tillet; Jacques Pécaut; Eder Tomás-Mendivil; David Martin
Journal:  Chem Sci       Date:  2022-07-27       Impact factor: 9.969

8.  A platform for blue-luminescent carbon-centered radicals.

Authors:  Xin Li; Yi-Lin Wang; Chan Chen; Yan-Yan Ren; Ying-Feng Han
Journal:  Nat Commun       Date:  2022-09-13       Impact factor: 17.694

9.  Stabilization of Linear C3 by Two Donor Ligands: A Theoretical Study of L-C3 -L (L=PPh3 , NHCMe , cAACMe )*.

Authors:  Sai Manoj N V T Gorantla; Sudip Pan; Kartik Chandra Mondal; Gernot Frenking
Journal:  Chemistry       Date:  2020-10-13       Impact factor: 5.236

  9 in total

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