Lecture03outline

Lecture03outline - I Review As predicted by resonance...

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I. Review • As predicted by resonance structures, allyl cations can react with nucleophiles at either terminus • Regioselectivity can be kinetically controlled, in which the favored product is the one that arises through the pathway that has the lowest energy transition state, or thermodynamically controlled, in which the more stable product forms • When kinetic and thermodynamic control lead to different products, the thermodynamic product will be formed only if the reaction is reversible • Reversible reactions are those where the energy gap between the kinetic product and the transition state that led to its formation is not insurmountable • In reversible reactions the kinetic product can be converted to the thermodynamic product by letting the reaction proceed for a longer period, heating, or adding a catalyst (or a combination of these) • Resonance structures are useful, simple models that predict reactivity patterns remarkably well, but molecular orbital analysis provides a more sophisticated description
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This note was uploaded on 05/17/2010 for the course CHEM 0740 taught by Professor Professor during the Spring '10 term at Pittsburgh.

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Lecture03outline - I Review As predicted by resonance...

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