Reactivity of nickel metal precursors towards amido linked N-heterocyclic carbenes and their catalytic studies for cross coupling reactions
Abstract
The refluxing of chloroacetamide derivatives with n-butyl imidazole resulted in their corresponding salt of composition 1-(n-butyl)-3-N-(2-Ar)acetamido-1, 3-imidazolium chloride (Ar = furylmethyl (1a); phenylmethyl (1b)). The latter salt on treatment with DBU followed by the addition of chalcogen atom resulted into a compound [(1-(n-butyl)-3-N-(2-Ar)acetamido-1,3-imidazol-3-ylidine)E] (Ar = furylmethyl; E = S (2a); Ar = phenylmthyl; E = Se (2b)). Similarly, the reaction of the imidazolium salts with, excess K2CO3 and NiCl2·6H2O yielded compounds [(1-(n-butyl)-3-N-(2-Ar)acetamido-1,3-imidazol-3-ylidine)]2Ni (Ar = furylmethyl (3a); phenylmethyl (3b)). The latter complexes have also been isolated by using Ni(II) phosphine precursors [NiCl2(PP)] (PP = PPh3, dppf). The molecular structure of [(1-(n-butyl)-3-N-(2-furylmethyl)acetamido-1, 3-imidazol-3-ylidine)]2Ni and [(1-(n-butyl)-3-N-(2-phenylmethyl)acetamido-1, 3-imidazol-3-ylidine)]2Ni were established by single crystal X-ray diffraction analysis. The catalytic property of complex 3a and 3b for cross coupling reactions has been studied.
Citation
Nagar , S , Chatterjee , S , Goswami , D , Cordes , D B , Slawin , A M Z , Chauhan , R S & Prabhu , P 2020 , ' Reactivity of nickel metal precursors towards amido linked N -heterocyclic carbenes and their catalytic studies for cross coupling reactions ' , Inorganica Chimica Acta , vol. 504 , 119446 . https://doi.org/10.1016/j.ica.2020.119446
Publication
Inorganica Chimica Acta
Status
Peer reviewed
ISSN
0020-1693Type
Journal article
Rights
Copyright © 2020 Elsevier B.V. All rights reserved. This work has been made available online in accordance with publisher policies or with permission. Permission for further reuse of this content should be sought from the publisher or the rights holder. This is the author created accepted manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1016/j.ica.2020.119446
Description
One of the authors (RSC) is grateful to DST for the financial support under the DST young scientist scheme YSS/2014/000797.Collections
Items in the St Andrews Research Repository are protected by copyright, with all rights reserved, unless otherwise indicated.