Direct -Activation vs. O-Activation in Halogen-Bonding Catalysis
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION(2023)
摘要
Halogen bond donors had an increasing impact on catalysis in recent years, and their development is highly active. In particular, numerous iodine-based halogen bond donors have been developed and used to promote various reactions through coordinating carbonyl groups, a ubiquitous mode of activation in catalysis. We now report computational data which strongly suggests that an alternative activation mode, through direct pi-complexation, is operative for unsaturated carbonyl substrates. Calculations also suggest that solvent polarity could have a clear impact on the preference of the mode of activation, raising the possibility of a mechanistic manifold switch through solvent variation. These findings could profoundly impact the development of the next generation of halogen-bond donor catalysts.
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关键词
Catalysis,Halogen Bonding,Iodine,Mechanism,Molecular Iodine
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