Mechanochemical Synthesis of Corannulene Flanked N‐heterocyclic Carbene (NHC) Precursors and Preparation of Their Metal Complexes

Author:

Hum Gavin1,Muzammil Ezzah M.1,Li Yongxin1,García Felipe2ORCID,Stuparu Mihaiela C.13ORCID

Affiliation:

1. School of Chemistry Chemical Engineering and Biotechnology Nanyang Technological University 21 Nanyang Link 637371 Singapore Singapore

2. School of Chemistry Monash University 3800 Clayton, Victoria Australia

3. National Institute for Research and Development of Isotopic and Molecular Technologies - INCDTIM 67-103 Donat Street 400293 Cluj-Napoca Romania

Abstract

AbstractThe synthesis of new compounds is an important pillar for the advancement of the field of chemistry and adjacent fields. In this regard, over the last decades huge efforts have been made to not only develop new molecular entities but also more efficient sustainable synthetic methodologies due to the increasing concerns over environmental sustainability. In this context, we have developed synthetic routes to novel corannulene flanked imidazolium bromide NHC precursors both in the solid‐state and solution phases. Our work presents a comprehensive comparative study of mechanochemical routes and conventional solution‐based methods. Green metrics and energy consumption comparison were performed for both routes revealing ball‐milling generation of these compounds to be an environmentally greener technique to produce such precursors compared to conventional solvent‐based methods. In addition, we have demonstrated proof‐of‐concept of the herein reported corannulene flanked NHCs to be robust ligands for transition metals and their ligand substitution reactions.

Publisher

Wiley

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