The functionalization of alkynes by Au (N-heterocyclic carbene, NHC) complexes via the hydrophenoxylation reaction is a paradigm for the discussion between mono and dual metal catalysis. With the aim of mimicking the framework containing two gold units, achieved with molecular boxes, two NHC ligands were joined here with a chelated chain and this motif was examined in the hydrophenoxylation/hydroalkoxylation reactions through DFT calculations. This synthetic motif transforms the standard hydrophenoxylation intermolecular reaction from an inter- into an intra-molecular nucleophilic attack, when forming the C–O bond. Various chain lengths were tested with regard to the coordination of the alkyne to the cationic NHC-gold(I) center.
Bibliographical noteKAUST Repository Item: Exported on 2021-07-09
Acknowledgements: A.P. is a Serra Húnter Fellow. A.P., J.P., and M.S. are grateful to the Ministerio de Economía y Competitividad (MINECO) of Spain (projects PGC2018-097722-B-I00, PID-2019-106830GB-I00, MDM-2017-0767, CTQ2017-85341-P, and PID2020-113711GB-I00), the Generalitat de Catalunya (projects 2017SGR39 and 2017SGR348, Xarxa de Referència en Química Teórica i Computacional). A.P. thanks Institució Catalana de Recerca i Estudis Avançats (ICREA) for the ICREA Academia prize 2019. SPN thanks the iBOF (C3 project) for partial support of the work perform in Ghent.
ASJC Scopus subject areas
- General Chemistry
- Inorganic Chemistry