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Topic: sulfonamides vs. sulfonate esters  (Read 2661 times)

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Offline Chudasama

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sulfonamides vs. sulfonate esters
« on: April 06, 2008, 12:09:08 PM »
I have struggled to find any literature on this topic and wondered whether this made sense to anyone else...

would you say a diethyl sulfonamide group is better a leaving group then a phenylsulfonate ester?

...i thought that because the ejected phenoxide anion is stabilized through resonance and the diethylamine anion is destabilised via inductive electron donation...the sulfonate ester is a better leaving group...or is this too simplistic?

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