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Lipase Catalyzed Resolution of 4 Aryl Substituted B Lactams Effect of    Carr Group  Form

Lipase Catalyzed Resolution of 4 Aryl Substituted B Lactams Effect of Carr Group Form

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Lecturer: In this video we're going to look at beta-lactam antibiotics. Lactams are technically amides, however they're different from typical amides. First let's look at a typical amide. We know that the lone pair of electrons on nitrogen is not localized to the nitrogen, it's delocalized, it participates in resonance. When we drew the resonance structure for an amide, this top oxygen here gets a negative one formal charge, and it would be a double bond between the carbon and the nitrogens. Let me go ahead and draw in our groups. That would give the nitrogen a plus one formal charge. If we look at the resonance structure on the right and we think about the hybridization state of nitrogen in this resonance structure, it's obviously Sp2 hybridized here, indicating that the nitrogen is planar. In an ideal amide the planar nitrogen gives the best overlap of orbitals. That allows this lone pair of electrons to be delocalized, which increases the elec

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