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Aryldiazonium Salts as Nitrogen‐Based Lewis Acids: Facile Synthesis of Tuneable Azophosphonium Salts |
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| Authors: | Evi R. M. Habraken Nicolaas P. van Leest Pim Hooijschuur Prof. Dr. Bas de Bruin Dr. Andreas W. Ehlers Dr. Martin Lutz Assoc. Prof. J. Chris Slootweg |
| Affiliation: | 1. Van?'t Hoff Institute for Molecular Sciences, University of Amsterdam, Amsterdam, The Netherlands;2. Department of Chemistry, Science Faculty, University of Johannesburg, Auckland Park, Johannesburg, South Africa;3. Crystal and Structural Chemistry, Bijvoet Center for Biomolecular Research, Utrecht University, Utrecht, The Netherlands |
| Abstract: | Inspired by the commercially available azoimidazolium dyes (e.g., Basic Red 51) that can be obtained from aryldiazonium salts and N‐heterocyclic carbenes, we developed the synthesis of a unique set of arylazophosphonium salts. A range of colours were obtained by applying readily tuneable phosphine donor ligands and para‐substituted aryldiazonium salts as nitrogen‐based Lewis acids. With cyclic voltammetry, a general procedure was designed to establish whether the reaction between a Lewis acid and a Lewis base occurs by single‐electron transfer or electron‐pair transfer. |
| Keywords: | diazonium salts donor– acceptor adducts N-based Lewis acids phosphines single-electron transfer |