Abstract
Recent experimental reports have called into question the validity of the boronate mechanism (through a R-B(OH3- intermediate) for the transmetalation step in the Suzuki-Miyaura cross-coupling, favoring instead the palladium hydroxo pathway (through an [LnPd(R′)(OH)] intermediate). Herein we report DFT calculations with the M06 functional performed on realistic model systems, including a combination of explicit solvent molecules along with a continuum method. These computational results support the boronate mechanism. The mechanistic proposal is shown to be compatible with the available experimental evidence.
Original language | English (US) |
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Pages (from-to) | 3132-3138 |
Number of pages | 7 |
Journal | ChemCatChem |
Volume | 6 |
Issue number | 11 |
DOIs | |
State | Published - Nov 2014 |
Bibliographical note
Publisher Copyright:© 2014 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Keywords
- Boranes
- Cross-coupling
- Density functional calculations
- Palladium
- Transition states