Journal
CHEM
Volume 6, Issue 6, Pages 1459-1468Publisher
CELL PRESS
DOI: 10.1016/j.chempr.2020.04.006
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Funding
- Engineering and Physical Sciences Research Council (EPSRC) [EP/S02011X/1]
- European Research Council
- EPSRC [EP/S02011X/1] Funding Source: UKRI
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Although Ru-catalyzed meta-selective sp(2) C-H alkylation with secondary alkyl halides is well established, ortho selectivity has never been achieved. We demonstrate that the use of a cyclometalated Ru-complex, RuBnN, as the catalyst results in a complete switch of the inherent meta-selectivity to ortho selectivity in the Ru-catalyzed sp(2) C-H alkylation reaction with unactivated secondary alkyl halides. The high catalytic activity of RuBnN allows mild reaction conditions that result in a transformation of broad scope and versatility. Preliminary mechanistic studies suggest that a bis-cycloruthenated species is the key intermediate undergoing oxidative addition with the alkyl bromides, thus avoiding the more common SET pathway associated with meta-selectivity.
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