π-Allyl Palladium Species in Micelles of FI-750-M for Sustainable and General Suzuki-Miyaura Couplings of Quinoline Systems in Water
Gallou, Fabrice and Handa, Sachin (2018) π-Allyl Palladium Species in Micelles of FI-750-M for Sustainable and General Suzuki-Miyaura Couplings of Quinoline Systems in Water. ChemCatChem, 10 (19). pp. 4229-4233.
Abstract
General, clean, and sustainable Suzuki-Miyaura cross-couplings of quinoline and isoquinoline systems have been demonstrated with use of π-allyl Pd catalysts in environmentally benign proline-derived nanomicelles of FI-750-M. Optimized reaction conditions mostly provided good-to-excellent yields up to gram scale, with high selectivity and functional group tolerance. Control study revealed the long-term stability of catalyst in FI-750-M. Both the catalyst and nanomicelles have been recycled. The behavior of the nanomicelles has been elucidated with DLS and cryo-TEM measurements, and mechanistic investigations have revealed the reversible binding of quinoline nitrogen with palladium.
Item Type: | Article |
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Date Deposited: | 01 Jan 2019 00:45 |
Last Modified: | 01 Jan 2019 00:45 |
URI: | https://oak.novartis.com/id/eprint/36431 |