Cooper, LisaAlonso Gómez, José MiguelEagling, LouiseNewson, HelenHerath, SachiniThomson, ChristopherLister, AndrewHowsham, CatherineCox, BrianMuñoz, María Paz2024-01-112024-01-112018L. Cooper, J. M. Alonso, L. Eagling, H. Newson, S. Herath, C. Thomson, A. Lister, C. Howsham, B. Cox, M. P. Muñoz, Chem. Eur. J. 2018, 24, 6105.0947-653910.1002/chem.201705417https://hdl.handle.net/20.500.14352/92592Optimisation, scope and mechanism of the platinum catalysed addition of indoles to indollylallenes is reported here to give 2,3-BIMs with a novel core structure very relevant for pharmaceutical industry. The reaction is modulated by electronic properties of the substituents on both indoles, with the 2,3-BIMs favoured when electron donating groups are present. Although simple at first, a complex mechanism has been uncovered that explains the different behaviour of these systems with platinum when compared with other metals (e.g. gold). Detailed labelling studies have shown Pt-catalysed 6-endo-trig cyclisation of the indollylallene as the first step of the reaction and the involvement of two cyclic vinyl-platinum intermediates in equilibrium through a platinum carbene, as the key intermediates of the catalytic cycle towards the second nucleophilic attack and formation of the BIMs.engjournal articlehttps://doi.org/10.1002/chem.201705417open access544AllenesHeterocyclesCiencias23 Química