Reaction of Magnesium Pinacolone Enolate with Benzaldehyde: Polar or ET Mechanism?
作者： Hiroshi Yamataka , Makoto Shimizu , Masaaki Mishima
DOI: 10.1246/BCSJ.75.127
关键词: Chemical probe 、 Benzaldehyde 、 Substituent 、 Chemistry 、 Pinacolone 、 Lithium 、 Polar 、 Photochemistry 、 Medicinal chemistry 、 Kinetic isotope effect 、 Magnesium
摘要: The carbonyl-carbon kinetic isotope effect (KIE) and the substituent were measured for reaction of magnesium pinacolone enolate (CH2=C(OMgBr)C(CH3)3, 1) with benzaldehyde. results compared those lithium (CH2=C(OLi)C(CH3)3, 2). A normal KIE, a medium-sized Hammett ρ value chemical probe experiments indicated that 1 proceeds via polar mechanism as in 2.
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