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Weaker bases lead to more 1,4 or 1,2 additions in vinyl ketones?

User Otaku
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Final answer:

Weaker bases lead to more 1,4-addition in reactions with vinyl ketones because they have lower nucleophilicity and are better leaving groups, as indicated by their lower base ionization constant (Kb) values.

Step-by-step explanation:

Weak bases tend to favor 1,4-addition (also known as conjugate addition) in reactions with vinyl ketones. The strength of a base is indicated by its base ionization constant (Kb), where a lower Kb value suggests a weaker base. Weak bases are less likely to engage in direct attack on the carbonyl carbon (1,2-addition) because they are less nucleophilic. Instead, they are more likely to add to the beta carbon, leading to 1,4-addition products. This tendency is due to the fact that weaker bases prefer to react with less electrophilic centers and are also better leaving groups in elimination reactions.

User Sherif Eldeeb
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