Why are tosylates, triflates, etc. all more reactive in their corresponding Sn2 reaction in aprotic media (read: THF or Ether) than the iodides? HI is a stronger acid than tosic acid and therefore I- is a weaker base than TsO-, but the tosylate is about an order of magnitude better leaving group than I-. Why?
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Topic: Sulphonate leaving groups (Read 3940 times)